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  3. [(1S,3R,7S,8S,9S,10R,11S,12S,13R,14S,17R)-1,3,7,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

SCS-C003722

[(1S,3R,7S,8S,9S,10R,11S,12S,13R,14S,17R)-1,3,7,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
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Chemical Structure

Structure of [(1S,3R,7S,8S,9S,10R,11S,12S,13R,14S,17R)-1,3,7,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Isis minorbrachyblasta (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Isididae Genus Isis Species Isis minorbrachyblasta
Sanya
DOI: 10.1002/hlca.200900250  · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight
532.8 Da
Threshold ≤ 500
ALogP
4.33
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:
C32H52O6
Molecular Weight:
532.7620 Da
SMILES:
CC(=O)O[C@@H]1[C@@H](O)[C@H]2[C@@H]([C@H](O)C=C3C[C@@H](O)C[C@H](O)[C@@]32C)[C@@H]2CC[C@H]([C@H](C)[C@H]3C[C@]3(C)[C@H](C)C(C)C)[C@@]12C
InChIKey:
ZRRVRJIKUQPYHV-REDHEQNVSA-N
InChI:
InChI=1S/C32H52O6/c1-15(2)17(4)30(6)14-23(30)16(3)21-9-10-22-26-24(35)12-19-11-20(34)13-25(36)31(19,7)27(26)28(37)29(32(21,22)8)38-18(5)33/h12,15-17,20-29,34-37H,9-11,13-14H2,1-8H3/t16-,17+,20+,21+,22-,23+,24+,25-,26+,27+,28-,29+,30+,31+,32+/m0/s1
Calculated Properties
ALogP:
4.335 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
5 (0 aromatic)
Chiral Centers:
15
Fsp³:
0.9062 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003722
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD20512

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged