Epoxydon

ID: ALA477749

Chembl Id: CHEMBL477749

Cas Number: 24292-29-3

PubChem CID: 72629

Max Phase: Preclinical

Molecular Formula: C7H8O4

Molecular Weight: 156.14

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Epoxydon | Epoxydon | Epoxydon|24292-29-3|(+)-Epoxydon|EL7AGQ2T5M|NSC93049|NSC-93049|Phyllosinol|Epoxydone|7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-3-(hydroxymethyl)-|(+)-Epoxidone|NSC 93049|SPHAEROPSODIN|Antibiotic 212T2|Upjohn 212 t2|UNII-EL7AGQ2T5M|UPJOHN 212T2|CHEMBL477749|SCHEMBL13612135|7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-3-(hydroxymethyl)-, (1R,5R,6R)-|NCI60_042071|U 15966|7-Oxabicyclo[4.1.0]hept-3-en-2-one, (1R,5R,6R)-|(1R, 5R, 6R)-5-hydroxy-3-(hydroxymethyl)-7-oxabicyShow More⌵

Synonyms from Alternative Forms(1): (+)-Epoxydon Monoacetate

Canonical SMILES:  O=C1C(CO)=C[C@@H](O)[C@H]2O[C@@H]12

Standard InChI:  InChI=1S/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,4,6-9H,2H2/t4-,6-,7+/m1/s1

Standard InChI Key:  VTLJDPHPVHSVGR-QXRNQMCJSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA477749

   (+)-Epoxydon monoacetate

2. Parent:

   

   ALA477749

   EPOXYDON

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

Calculated Properties

Molecular Weight: 156.14

Molecular Weight (Monoisotopic): 156.0423

AlogP: -1.38

#Rotatable Bonds: 1

Polar Surface Area: 70.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.63

CX Basic pKa:

CX LogP: -1.10

CX LogD: -1.10

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.46

Np Likeness Score: 3.68

References

1. Venkatasubbaiah P, Chilton WS.  (1992)  An Epoxydon-Derived Ester from a Phoma sp. Pathogenic to Rhubarb,  55  (5): [10.1021/np50083a013]

2. Trisuwan K, Rukachaisirikul V, Sukpondma Y, Preedanon S, Phongpaichit S, Rungjindamai N, Sakayaroj J..  (2008)  Epoxydons and a pyrone from the marine-derived fungus Nigrospora sp. PSU-F5.,  71  (8): [PMID:18646829] [10.1021/np8002595]

3. PubChem BioAssay data set, 

4. Ali T, Inagaki M, Chai HB, Wieboldt T, Rapplye C, Rakotondraibe LH..  (2017)  Halogenated Compounds from Directed Fermentation of Penicillium concentricum, an Endophytic Fungus of the Liverwort Trichocolea tomentella.,  80  (5): [PMID:28409637] [10.1021/acs.jnatprod.6b01069]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays