SCS-C000436

alterporriol P

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

Chemical Structure

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Source Information

Alternaria sp. ZJ-2008003 (mangrove endophytic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Alternaria Species NA

South China Sea

DOI: 10.1021/np200766d · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

602.5 Da

Threshold ≤ 500

ALogP

2.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H26O12

Molecular Weight:

602.5000 Da

SMILES:

COc1cc(O)c2c(c1)C(=O)c1cc(C)c(O)c(-c3c(OC)cc4c(c3O)C(=O)C3=C(C4=O)[C@@H](O)[C@](C)(O)[C@H](O)C3)c1C2=O

InChIKey:

                        CKIZCIRWASRCGD-YSMSDFMNSA-N
                        
                    

InChI:

InChI=1S/C32H26O12/c1-10-5-12-20(29(39)19-13(26(12)36)6-11(43-3)7-16(19)33)24(25(10)35)23-17(44-4)8-14-21(30(23)40)27(37)15-9-18(34)32(2,42)31(41)22(15)28(14)38/h5-8,18,31,33-35,40-42H,9H2,1-4H3/t18-,31-,32-/m1/s1

Calculated Properties

ALogP:

2.123 lipophilicity

TPSA:

208.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000436

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

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
Antitumor	IC50	PC-3	6.4 μM	10.1021/np200766d Journal of Natural Products
Antitumor	IC50	HCT-116	8.6 μM	10.1021/np200766d Journal of Natural Products

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