SCS-C002455

helvolic acid

Pathway: Terpenoids Superclass: Triterpenoids Class: Dammarane and Protostane triterpenoids | Fusidane triterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Eupenicillium sp. DX-SER3 (Eupenicillium)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

South China Sea

Journal of Tropical Oceanography, 2019, 38(2), 43-47.

Drug-likeness (Lipinski Ro5)

Molecular Weight

568.7 Da

Threshold ≤ 500

ALogP

5.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C33H44O8

Molecular Weight:

568.7000 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(\CCC=C(C)C)C(=O)O

InChIKey:

                        MDFZYGLOIJNNRM-OAJDADRGSA-N
                        
                    

InChI:

InChI=1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,32+,33-/m1/s1

Calculated Properties

ALogP:

5.400 lipophilicity

TPSA:

124.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002455

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Dammarane and Protostane triterpenoids Fusidane triterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antimycobacterial	—	—	antitumor,antibacterial,antituberculosis	—

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