ID: ALA1081368

Max Phase: Preclinical

Molecular Formula: C20H16O6

Molecular Weight: 352.34

Molecule Type: Small molecule

Representations

Synonyms (1): stemphyperylenol
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1C[C@@H](O)[C@@H]2c3ccc(O)c4c3[C@@H](c3ccc(O)c1c32)[C@H](O)CC4=O

Standard InChI:  InChI=1S/C20H16O6/c21-9-3-1-7-15-11(23)5-14(26)20-10(22)4-2-8(18(15)20)16-12(24)6-13(25)19(9)17(7)16/h1-4,11-12,15-16,21-24H,5-6H2/t11-,12-,15+,16+/m1/s1

Standard InChI Key:  MCWOXLPZYFOWRX-MPTQWLOMSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 352.34

Molecular Weight (Monoisotopic): 352.0947

AlogP: 1.57

#Rotatable Bonds: 0

Polar Surface Area: 115.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.30

CX Basic pKa:

CX LogP: 1.84

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: 1.21

References

1. Kjer J, Wray V, Edrada-Ebel R, Ebel R, Pretsch A, Lin W, Proksch P..  (2009)  Xanalteric acids I and II and related phenolic compounds from an endophytic Alternaria sp. isolated from the mangrove plant Sonneratia alba.,  72  (11): [PMID:19835393] [10.1021/np900417g]

2. Zhao DL, Cao F, Wang CY, Yang LJ, Shi T, Wang KL, Shao CL, Wang CY..  (2019)  Alternatone A, an Unusual Perylenequinone-Related Compound from a Soft-Coral-Derived Strain of the Fungus Alternaria alternata.,  82  (11): [PMID:31659905] [10.1021/acs.jnatprod.9b00905]

3. Chang CH, Lee YC, Hsiao G, Chang LK, Chi WC, Cheng YC, Huang SJ, Wang TC, Lu YS, Lee TH..  (2022)  Anti-Epstein-Barr Viral Agents from the Medicinal Herb-Derived Fungus Alternaria alstroemeriae Km2286.,  85  (11.0): [PMID:36346918] [10.1021/acs.jnatprod.2c00783]

Source

Source(1):

• Scientific Literature