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  3. ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[5,4-e]indene-2-carboxylate

SCS-C002963

ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[5,4-e]indene-2-carboxylate

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

Structure of ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[5,4-e]indene-2-carboxylate
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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

Acanthella cavernosa (sponge)
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Bubarida Family Dictyonellidae Genus Acanthella Species Acanthella cavernosa
Hainan Island
DOI: 10.1016/j.steroids.2008.08.006  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
500.7 Da
Threshold ≤ 500
ALogP
5.93
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C31H48O5
Molecular Weight:
500.7200 Da
SMILES:
CCOC(=O)[C@]1(O)C[C@@]2(C)C(=CC(=O)[C@H]3[C@@H]4CC[C@H]([C@H](C)CC[C@H](CC)C(C)C)[C@@]4(C)CC[C@@H]32)C1=O
InChIKey:
SRPUNIPEAXRVPW-DMXRUSFYSA-N
InChI:
InChI=1S/C31H48O5/c1-8-20(18(3)4)11-10-19(5)21-12-13-22-26-23(14-15-29(21,22)6)30(7)17-31(35,28(34)36-9-2)27(33)24(30)16-25(26)32/h16,18-23,26,35H,8-15,17H2,1-7H3/t19-,20+,21-,22+,23+,26+,29-,30-,31+/m1/s1
Calculated Properties
ALogP:
5.926 lipophilicity
TPSA:
80.67 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8387 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002963
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: CMNPD18117

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged