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  3. (1S,2R,5S,7R,9S,12R,15R,16R)-15-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

SCS-C005422

(1S,2R,5S,7R,9S,12R,15R,16R)-15-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids | Stigmastane steroids
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Chemical Structure

Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-15-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
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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

Ircinia aruensis (NA)
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Irciniidae Genus Ircinia Species Ircinia aruensis
Guangdong coast
DOI: 10.1016/j.steroids.2008.01.009  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
426.7 Da
Threshold ≤ 500
ALogP
6.93
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H46O2
Molecular Weight:
426.6850 Da
SMILES:
CC[C@@H](/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=C[C@@H]4O[C@@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C)C(C)C
InChIKey:
LVXJNUXICMTKGS-QDJXEYBBSA-N
InChI:
InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-16-26-29(31-26)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h8-9,16,18-21,23-26,30H,7,10-15,17H2,1-6H3/b9-8+/t19-,20+,21+,23-,24+,25+,26+,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
6.932 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
5 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.8621 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005422
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids Stigmastane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD18123

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged