SCS-C002562
29-nordammarane triterpenoid
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Dammarane and Protostane triterpenoids | Fusidane triterpenoids
Chemical Structure
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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.
Source Information
Aspergillus sydowii
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sydowii
Baishamen
DOI:
10.1021/np700737g
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
600.7 Da
Threshold ≤ 500
ALogP
4.99
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C34H48O9
Molecular Weight:
600.7490 Da
SMILES:
CC(=O)O[C@H]1C[C@@]2(C)[C@@H](CC[C@H]3[C@@]4(C)C=CC(=O)[C@@H](C)[C@@H]4[C@H](OC(C)=O)C(=O)[C@@]32C)/C1=C(\CCCCC(C)(C)O)C(=O)O
InChIKey:
JMRSNGGKAPNHDK-QIPUDKBVSA-N
InChI:
InChI=1S/C34H48O9/c1-18-23(37)14-16-32(6)25-13-12-22-26(21(30(39)40)11-9-10-15-31(4,5)41)24(42-19(2)35)17-33(22,7)34(25,8)29(38)28(27(18)32)43-20(3)36/h14,16,18,22,24-25,27-28,41H,9-13,15,17H2,1-8H3,(H,39,40)/b26-21-/t18-,22+,24+,25+,27-,28+,32-,33+,34-/m1/s1
Calculated Properties
ALogP:
4.985 lipophilicity
TPSA:
144.27 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002562
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Dammarane and Protostane triterpenoids
Fusidane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.