1. Home
  2. Compounds
  3. [(2R,3R,5R,10S,12R,13R,17R)-2,3-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-11-oxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

SCS-C003085

[(2R,3R,5R,10S,12R,13R,17R)-2,3-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-11-oxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Pathway: Terpenoids Superclass: Triterpenoids Class: Lanostane, Tirucallane and Euphane triterpenoids
Back to List

Chemical Structure

Structure of [(2R,3R,5R,10S,12R,13R,17R)-2,3-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-11-oxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
Loading 3D structure...
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

Penicillium sp. (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
Hainan Island
DOI: 10.6023/cjoc201401014  · Chinese Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
512.7 Da
Threshold ≤ 500
ALogP
5.95
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C32H48O5
Molecular Weight:
512.7310 Da
SMILES:
C=C(CC[C@@H](C)[C@H]1CC=C2C3=C(C(=O)[C@H](OC(C)=O)[C@@]21C)[C@@]1(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]1CC3)C(C)C
InChIKey:
ZJDHCHLZXRDROE-LELMVLBBSA-N
InChI:
InChI=1S/C32H48O5/c1-17(2)18(3)10-11-19(4)22-13-14-23-21-12-15-25-30(6,7)28(36)24(34)16-31(25,8)26(21)27(35)29(32(22,23)9)37-20(5)33/h14,17,19,22,24-25,28-29,34,36H,3,10-13,15-16H2,1-2,4-9H3/t19-,22-,24-,25+,28+,29+,31+,32-/m1/s1
Calculated Properties
ALogP:
5.947 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
4 (0 aromatic)
Chiral Centers:
8
Fsp³:
0.7500 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003085
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Lanostane, Tirucallane and Euphane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD24921

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged