The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.
3'-O-methyldehydroisopenicillide ID: ALA2164948
PubChem CID: 9864866
Max Phase: Preclinical
Molecular Formula: C22H24O6
Molecular Weight: 384.43
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Synonyms: 3'-O-Methyldehydroisopenicillide | 3'-O-Methyldehydroisopenicillide|CHEMBL2164948|CHEBI:215003|6-hydroxy-1-methoxy-2-[(E)-3-methoxy-3-methylbut-1-enyl]-8-methyl-10H-benzo[b][1,5]benzodioxocin-12-one
Canonical SMILES: COc1c(/C=C/C(C)(C)OC)ccc2c1C(=O)OCc1cc(C)cc(O)c1O2
Standard InChI: InChI=1S/C22H24O6/c1-13-10-15-12-27-21(24)18-17(28-19(15)16(23)11-13)7-6-14(20(18)25-4)8-9-22(2,3)26-5/h6-11,23H,12H2,1-5H3/b9-8+
Standard InChI Key: JZRZUVUPQOWUMF-CMDGGOBGSA-N
Molfile:
RDKit 2D
28 30 0 0 0 0 0 0 0 0999 V2000
3.0418 -22.0394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4545 -22.7493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8629 -22.0369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.5786 -23.1578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.5775 -23.9774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2855 -24.3863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2837 -22.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.5712 -22.5694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.3983 -22.5653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
8.9829 -23.1441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.9923 -23.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.9965 -23.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.5813 -24.5601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
8.9872 -23.9711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.4061 -24.5528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.6197 -25.3448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.4140 -25.5563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.9945 -24.9696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7778 -24.1798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.2547 -21.8159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.2813 -21.9318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.5723 -21.5253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.7850 -25.1766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.0428 -25.9236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.8708 -22.7494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.1632 -23.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.7478 -23.1585 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.0400 -22.7501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 2 1 0
4 5 2 0
5 6 1 0
6 12 2 0
11 7 2 0
7 4 1 0
8 9 1 0
9 10 1 0
8 11 1 0
11 12 1 0
12 13 1 0
13 15 1 0
14 10 1 0
14 15 2 0
15 16 1 0
16 17 2 0
17 18 1 0
18 19 2 0
19 14 1 0
8 20 2 0
7 21 1 0
21 22 1 0
18 23 1 0
16 24 1 0
4 25 1 0
25 26 2 0
26 2 1 0
2 27 1 0
27 28 1 0
M END Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 384.43Molecular Weight (Monoisotopic): 384.1573AlogP: 4.61#Rotatable Bonds: 4Polar Surface Area: 74.22Molecular Species: NEUTRALHBA: 6HBD: 1#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: 8.40CX Basic pKa: ┄CX LogP: 4.26CX LogD: 4.22Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.78Np Likeness Score: 1.50
References 1. Zhang Y, Li XM, Shang Z, Li CS, Ji NY, Wang BG.. (2012) Meroterpenoid and diphenyl ether derivatives from Penicillium sp. MA-37, a fungus isolated from marine mangrove rhizospheric soil., 75 (11): [PMID:23148724 ] [10.1021/np300377b ]