Basic information

CPKB ID	CP00507
IUPAC Name	(3S,6S,9S,12R,15S,18S,21S,24S,30S)-30-ethyl-33-[(E,1R)-1-hydroxy-2,2-dimethylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
Synonyms	(3S,6S,9S,12R,15S,18S,21S,24S,30S)-30-Ethyl-33-[(E,1R)-1-Hydroxy-2,2-Dimethylhex-4-Enyl]-1,4,7,10,12,15,19,25,28-Nonamethyl-6,9,18,24-Tetrakis(2-Methylpropyl)-3,21-Di(Propan-2-Yl)-1,4,7,10,13,16,19,22,25,28,31-Undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-Undecone (3S,6S,9S,12R,15S,18S,21S,24S,30S)-30-Ethyl-33-[(E,1R)-1-Hydroxy-2,2-Dimethyl-Hex-4-Enyl]-6,9,18,24-Tetraisobutyl-3,21-Diisopropyl-1,4,7,10,12,15,19,25,28-Nonamethyl-1,4,7,10,13,16,19,22,25,28,31-Undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-Undecone (Mebm(2)T)(1)-Csa (Mebm2T)-Csa [Mebm2T1]-Csa 114865-22-4 4-(2-Butenyl)-4,4,N-Trimethyl-Threonine(1)-Cyclosporin-A 4-(2-Butenyl)-4,4,N-Trimethyl-Tyr(1)-Cyclosporin-A 6-((3R,6E)-6,7-Didehydro-3-Hydroxy-N,4,4-Trimethyl-L-2-Aminooctanoic-Acid)Cyclosporin-A Bm2T-Csa Bm2T-Cyclosporin-A Cyclosporin-A,-4-(2-Butenyl)-4,4,N-Trimethylthreonine(1)- Cyclosporin-A,-6-((3R,6E)-6,7-Didehydro-3-Hydroxy-N,4,4-Trimethyl-L-2-Aminooctanoic-Acid)- Cyclosporin-A,-6-[(2S,3R,6E)-3-Hydroxy-4,4-Dimethyl-2-(Methylamino)-6-Octenoic-Acid]- Mebm(2)T1-Csa N-Methyl-4-((E)-2-Butenyl)-4,4-Dimethylthreonine-Cyclosporin-A

Legend

Structure

Molecular Formula	C63H113N11O12
Molecular Weight	1215.857018 g/mol
SMILES RUN SEA Predictions	C/C=C/CC(C)(C)[C@@H](O)C1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C PubChem\|6436251
InChI	InChI=1S/C63H113N11O12/c1-26-28-29-63(17,18)52(76)51-56(80)66-43(27-2)58(82)68(19)34-48(75)69(20)44(30-35(3)4)55(79)67-49(39(11)12)61(85)70(21)45(31-36(5)6)54(78)64-41(15)53(77)65-42(16)57(81)71(22)46(32-37(7)8)59(83)72(23)47(33-38(9)10)60(84)73(24)50(40(13)14)62(86)74(51)25/h26,28,35-47,49-52,76H,27,29-34H2,1-25H3,(H,64,78)(H,65,77)(H,66,80)(H,67,79)/b28-26+/t41-,42+,43-,44-,45-,46-,47-,49-,50-,51?,52-/m0/s1
InChIKey	RGIOCYRKFMXZGI-GHHFCTLENA-N

2D Structure PubChem\|6436251

Sequence

One letter code from Structure	LVLAALLVTAG CyclicPepedia\|Struct2seq
Amino acid chain from Structure	Abu(1)--NMe-Gly--NMe-Leu--Val--NMe-Leu--Ala--Ala--NMe-Leu--NMe-Leu--NMe-Val--Me2-Bmt(1) CyclicPepedia\|Struct2seq
Description of the conversion sequence	The one letter code and Amino acid chain derived from the structural transformation may be inconsistent, with the Amino acid chain containing Essential Amino acid and the one letter code not.

Chemical and Physical Properties

CyclicPepedia|Struc2Seq + PP

Structure Properties

Property Name	Property Value
Exact Mass	1215.857018
Number of Rings	1.0
Complexity	0.476744186
XlogP3 AA	3.6591
Heavy Atom Count	86.0
Hydrogen Bond Donor Count	5.0
Hydrogen Bond Acceptor Count	12.0
Rotatable Bond Count	15.0

Property Name	Property Value
Formal Charge	0.0
Refractivity	333.0616
Rule_of_Five	0.0
Number of Atoms	86.0
Topological Polar Surface Area	278.8
Refractivity	333.0616
Veber Rule	0.0
Ghose Filter	0.0

Property Name	Property Value
RDKit Fingerprint	01000000001000100101100011011000110000000011000000100010100001101100110101111100100000010010110010000110000001001000001010110000010000000010110100011101100010010110001010010100000110000110101111000000001001001000000100000000010001000100111100000010011100111011000111001100000010000001000000000001011000011010101111000001010100010000001011011000010000000010101001000000010000000000111001001010010100000000000110011110000010100000100000101001100010000101000100010010011000000100000000001010000110011101110001101101110101100000011010011101001100100000100010010100001001011110010010101001001010110100101101100001001010011100011000001111000101100110000011100111000000000110001000100000010101011100011100100010000101100000000101101010001000000001100000011010001101110000101100010000000001100001001100001100001110001000000100000001110001000000010011001100001000010010000100101011000100100000111001001011001100000000111000000110010110011000000001011110100110001001011001010000011000010011011010010001110110010100100000100000001010001011000100110011100000000010000100000100001101100001110000001001110010001001100001010010010010100000001111001001010000010100001000101000101110100100101101010001010000011010000001001100110101100100000111100000011100010010011110000000100100001110100000000000100010100000000001011001110111100001000100101101100000010001110100000001010001110011010001010000100100010000001100000001110101001100101000100101100011000000011010011111001000001011001101000100010000100001100000010111011000000000100100100111000011110000011000010000001100100100010011101000010100100011011001000101100010000001000000100011000000000010100000010111000000000010010011010001100010000100001010000001010100010000011100100100100000000001000010000000101000100111001110000001010010010000100010000000000000010101101000001001111101000100000011011010011010100110010000000110100000000010010000100000010000011001101100000100101101000000010010110101000010000110001110010010110001111011000011010001001101100000100101001100100000100000000011101001100100100100010001010011
Morgan Fingerprint	0100010000100000000100000000000001000010000000010000000000000000000000000000000010000000001000100000010000000000001100000100001000000000000000000000000000000000000000100000000000100000000000000000001000000000100000000001000000010000000000000000000000100100000000000000010000000000000101000000001010000100000000000010000000000000000010010000000000000100000010000000000000100000000000000000000010000000000000000000000000000000000010100000000000000000000000000000000000000001000010000010000000001000000000000000000000000000000000000000000000001000000000001000000000000000000000000000000000000100000010000000000000000000000000000000000000000010000000000010000000000000010001000001000000000100100000100000000000100000000000010000010000000000000000000000010000000000000000000000000000000000000000000000001000000001000000000000000100000000000001000000100100000000000000000000000000000010000000000000010000000000000000000000000100100010000000110000000000000000000000000000000000000000000000001000000000000000000000000000000000010000
MACCS Keys	00000000000000000000000000000000000000000000000000000110000000000010000000110001000001100111110101011000100010111011110011100001100110001101111100101111111111111100110

Sequence Properties

Property Name	Property Value
Boman Index	-2.8690909090909
Instability	1.37272727272727
Charge	-0.00201570060725275
Aliphatic Index	221.818181818181

Manufacturers

Manufacturers Name	Value
CreativePeptides	Bm2T-Cyclosporin A
Bayer healthcare pharmaceuticals	Bm2T-Cyclosporin A
Upsher smith laboratories	Bm2T-Cyclosporin A
Merck	Bm2T-Cyclosporin A

Manufacturers Name	Value
Apotex	Bm2T-Cyclosporin A
Baxter Healthcare Corp	Bm2T-Cyclosporin A
Pharmasources	Bm2T-Cyclosporin A
Novartis	Bm2T-Cyclosporin A
AstraZeneca	Bm2T-Cyclosporin A

Forecasting tools

Forecasting tools	Value
Structure to Sequence	C/C=C/CC(C)(C)[C@@H](O)C1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
Structure Properties	C/C=C/CC(C)(C)[C@@H](O)C1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
Sequence to Structure	LVLAALLVTAG
Sequence Properties	LVLAALLVTAG
Expasy ProtParam Tool	LVLAALLVTAG
SEA	RUN SEA Predictions

Information Source

Property Name	Property ID
Patents	RGIOCYRKFMXZGI-GHHFCTLENA-N
pubchem	6436251
Drugbank	Bm2T-Cyclosporin A
DRAMP3	Bm2T-Cyclosporin A
Uniprot	Bm2T-Cyclosporin A
Cybase	Bm2T-Cyclosporin A
CONOSERVER	Bm2T-Cyclosporin A
BindingDB	C/C=C/CC(C)(C)[C@@H](O)C1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
CHEMBL	Bm2T-Cyclosporin A
CTD	Bm2T-Cyclosporin A
Wikipedia	Bm2T-Cyclosporin A
KEGG Compound/Drug	Bm2T-Cyclosporin A
CHEBI	RGIOCYRKFMXZGI-GHHFCTLENA-N
EPA DSSTox	Bm2T-Cyclosporin A
FDA Global Substance Registration System (GSRS)	Bm2T-Cyclosporin A
DTP/NCI	Bm2T-Cyclosporin A
Chemspider	RGIOCYRKFMXZGI-GHHFCTLENA-N

Reference

Pubmed_ID	Title	DOI	Journal
11099229	Cyclo(dehydroala-L-Leu), an alpha-glucosidase inhibitor from Penicillium sp. F70614	10.7164/antibiotics.53.954.	J Antibiot (Tokyo)
Cyclo(dehydroala-L-Leu), an alpha-glucosidase inhibitor from Penicillium sp. F70614 Abstract A diketopiperazine (1) has been isolated from the culture broth of Penicillium sp. F70614 and its structure has been determined to be cyclo(dehydroala-L-Leu) by various spectroscopic analyses. This compound selectively inhibited yeast alpha-glucosidase and porcine intestinal alpha-glucosidase with IC50 values of 35 and 50 microg/ml, respectively. However, it did not show significant inhibitory effects against almond beta3-glucosidase, Aspergillus alpha-galactosidase, Escherichia coli beta-galactosidase and jack bean alpha-mannosidase.

Pubmed_ID

Title

DOI

Journal

11099229

Cyclo(dehydroala-L-Leu), an alpha-glucosidase inhibitor from Penicillium sp. F70614

10.7164/antibiotics.53.954.

J Antibiot (Tokyo)

Cyclo(dehydroala-L-Leu), an alpha-glucosidase inhibitor from Penicillium sp. F70614

Abstract

A diketopiperazine (1) has been isolated from the culture broth of Penicillium sp. F70614 and its structure has been determined to be cyclo(dehydroala-L-Leu) by various spectroscopic analyses. This compound selectively inhibited yeast alpha-glucosidase and porcine intestinal alpha-glucosidase with IC50 values of 35 and 50 microg/ml, respectively. However, it did not show significant inhibitory effects against almond beta3-glucosidase, Aspergillus alpha-galactosidase, Escherichia coli beta-galactosidase and jack bean alpha-mannosidase.

Bm2T-Cyclosporin A

Basic information

Legend

Structure

Download structure

Sequence

Chemical and Physical Properties

Structure Properties

Sequence Properties

Manufacturers

Forecasting tools

Information Source

Reference

Cyclo(dehydroala-L-Leu), an alpha-glucosidase inhibitor from Penicillium sp. F70614

Abstract