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  3. (1S,3R,8S,9S,10R,11R,13S,14S,17R)-3-acetyloxy-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-1,11-dihydroxy-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-13-carboxylic acid

SCS-C002807

(1S,3R,8S,9S,10R,11R,13S,14S,17R)-3-acetyloxy-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-1,11-dihydroxy-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-13-carboxylic acid

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

Structure of (1S,3R,8S,9S,10R,11R,13S,14S,17R)-3-acetyloxy-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-1,11-dihydroxy-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-13-carboxylic acid
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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

Sinularia dissecta (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia dissecta
Hainan Island
DOI: 10.1039/b603047p  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
504.7 Da
Threshold ≤ 500
ALogP
5.21
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C30H48O6
Molecular Weight:
504.7080 Da
SMILES:
CC(=O)O[C@@H]1CC2=CC[C@@H]3[C@H]([C@H](O)C[C@]4(C(=O)O)[C@@H]([C@H](C)CC[C@H](C)C(C)C)CC[C@@H]34)[C@@]2(C)[C@@H](O)C1
InChIKey:
ZDNSFFRUUNTBHI-BZFUSTCPSA-N
InChI:
InChI=1S/C30H48O6/c1-16(2)17(3)7-8-18(4)23-11-12-24-22-10-9-20-13-21(36-19(5)31)14-26(33)29(20,6)27(22)25(32)15-30(23,24)28(34)35/h9,16-18,21-27,32-33H,7-8,10-15H2,1-6H3,(H,34,35)/t17-,18+,21+,22-,23+,24-,25+,26-,27+,29+,30-/m0/s1
Calculated Properties
ALogP:
5.212 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
4 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.8667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002807
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: CMNPD15422

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged