CAS 83-79-4|Barbasco|Rotenon|Rotocide|(1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one|Dactinol|...

General Information

Structure

Molecular Formula

C₂₃H₂₂O₆

Molecular Mass

394.41718

Exact Mass

394.14163842

Charge

InChI

InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16?,20-,21+/m1/s1

InChIKey

JUVIOZPCNVVQFO-XHEPWMPHSA-N

Canonic Smiles

COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1CC(Oc1cc2)C(=C)C

Isomeric Smiles

O1c2c([C@H]3[C@@H](C1)Oc1c(C3=O)ccc3c1CC(O3)C(=C)C)cc(c(c2)OC)OC

Calculated Properties

JChem

Acid pKa

11.803546

H Acceptors

H Donor

LogD (pH = 5.5)

3.3201776

LogD (pH = 7.4)

3.3201606

Log P

3.3201778

Molar Refractivity

105.7123

Polarizability

41.12286

Polar Surface Area

63.22

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

BarbascoRotenonRotocideDactinolParaderilRotenone

IUPAC name

(1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one

IUPAC Traditional name

(1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one

Names and Identifiers

Registration numbers

CAS Number

83-79-4

PubChem SID

162037894

PubChem CID

12315067

Registration numbers

Properties

Safety Information

Storage Condition