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

SCS-C005418

(1S,2R,5S,7R,9S,12R,15R,16R)-15-[(2R,5R)-5,6-dimethylheptan-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 | Vitamin D3 and derivatives
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Chemical Structure

Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-15-[(2R,5R)-5,6-dimethylheptan-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
414.7 Da
Threshold ≤ 500
ALogP
6.77
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H46O2
Molecular Weight:
414.6740 Da
SMILES:
CC(C)[C@H](C)CC[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
InChIKey:
AGPAIMHVURAKMU-ZXEFYFNXSA-N
InChI:
InChI=1S/C28H46O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25-28(30-25)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h15,17-20,22-25,29H,7-14,16H2,1-6H3/t18-,19-,20+,22-,23+,24+,25+,26-,27-,28+/m1/s1
Calculated Properties
ALogP:
6.766 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:
0.9286 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005418
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids Vitamin D3 and derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD18122

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged