(-)-4′-Demethylepipodophyllotoxin

C₂₁H₂₀O₈CAS 6559-91-7400.38 g/mol

Open in Covalent MOL file

Acetal Alcohol Ester Ether Lactone Phenol

Properties

Molecular formula: C₂₁H₂₀O₈
Molar mass: 400.38 g/mol
Exact mass: 400.1158 Da
Melting point: 228–230 °C
logP: 2.11Crippen estimate
Polar surface area: 103.7 Å²
H-bond donors / acceptors: 2 / 8
Rotatable bonds: 3
Stereocentres: R, S, R, Rin SMILES atom order

Hazards

Danger

H315 Causes skin irritation33.3% of notifiers
H319 Causes serious eye irritation33.3% of notifiers
H340 May cause genetic defects33.3% of notifiers
H350 May cause cancer33.3% of notifiers
H360 May damage fertility or the unborn child33.3% of notifiers

Aggregated from 3 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P264, P264+P265, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P405, P501

Identifiers

CAS number

6559-91-7

SMILES

COc1cc([C@@H]2c3cc4c(cc3[C@@H](O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

InChIKey

YVCVYCSAAZQOJI-JHQYFNNDSA-N

InChI

InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

6 names

Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-
Epipodophyllotoxin, 4′-demethyl-
Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, [5R-(5α,5aβ,8aα,9β)]-
(5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
4′-Demethylepipodophyllotoxin
4′-O-Demethylepipodophyllotoxin

Work with (-)-4′-Demethylepipodophyllotoxin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

4'-Demethylpodophyllotoxin40505-27-9Diastereomer

Similar compounds

Picropodophyllin477-47-483 % similar Podophyllotoxin518-28-583 % similar Podophyllum (resin)9000-55-969 % similar Etoposide33419-42-060 % similar Podophyllotoxin glucoside16481-54-256 % similar Teniposide29767-20-256 % similar Etoposide phosphate117091-64-247 % similar 3,5-Dimethoxy-4-hydroxyphenylacetic acid4385-56-234 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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