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

SCS-C002964

ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-2-hydroxy-3a,5a-dimethyl-6-[(2R)-6-methylheptan-2-yl]-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)-2-hydroxy-3a,5a-dimethyl-6-[(2R)-6-methylheptan-2-yl]-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
472.7 Da
Threshold ≤ 500
ALogP
5.29
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H44O5
Molecular Weight:
472.6660 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)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1=O
InChIKey:
VAPIYJYATDCKSY-XFTXXRCBSA-N
InChI:
InChI=1S/C29H44O5/c1-7-34-26(32)29(33)16-28(6)21-13-14-27(5)19(18(4)10-8-9-17(2)3)11-12-20(27)24(21)23(30)15-22(28)25(29)31/h15,17-21,24,33H,7-14,16H2,1-6H3/t18-,19-,20+,21+,24+,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
5.290 lipophilicity
TPSA:
80.67 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
4 (0 aromatic)
Chiral Centers:
8
Fsp³:
0.8276 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002964
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: CMNPD18116

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged