Rottlerin

C30H28O8CAS 82-08-6516.55 g/mol

Open in Covalent MOL file
OHOOHHOOOHOOH
AlkeneEtherKetonePhenol

Properties

Molecular formula
C30H28O8
Molar mass
516.55 g/mol
Exact mass
516.1784 Da
Melting point
212 °C
logP
5.40Crippen estimate
Polar surface area
144.5 Ų
H-bond donors / acceptors
5 / 8
Rotatable bonds
6
Double bonds
EE/Z, in SMILES order

Hazards

Warning
Irritant (GHS07)

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

Precautionary statements

P264, P270, P273, P301+P317, P330, P501

Identifiers

CAS number
82-08-6
SMILES
CC(=O)c1c(O)c(C)c(O)c(Cc2c(O)c3c(c(C(=O)/C=C/c4ccccc4)c2O)OC(C)(C)C=C3)c1O
InChIKey
DEZFNHCVIZBHBI-ZHACJKMWSA-N
InChI
InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.54 (d, J = 16.8 Hz, 1H), 7.42 (m, J = 7.7, 1.6 Hz, 2H), 7.33 (m, J = 7.7 Hz, 2H), 7.26 (m, J = 7.7, 1.6 Hz, 1H), 6.67 (d, J = 16.8 Hz, 1H), 6.61 (d, J = 10.0 Hz, 1H), 5.82 (d, J = 10.0 Hz, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 3.99 (s, 2H), 2.61 (s, 3H), 2.35 (s, 3H), 1.46 (s, 6H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 198.3, 190.8, 162.8, 159.4, 157.3, 156.2, 155.8, 154.4, 140.5, 137.5, 128.4, 127.7, 126.1, 126.1, 123.9, 123.0, 111.1, 110.9, 104.7, 103.8, 102.9, 102.3, 75.0, 41.9, 29.5, 27.2, 19.8.
[M + H]+
[M + H]+ Calcd for C30H29O8 517.1857
[M + Na]+
[M + Na]+ Calcd for C30H28NaO8 539.1676
[M − H]−
[M − H]− Calcd for C30H27O8 515.1711
Elemental analysis
Anal. Calcd for C30H28O8: C, 69.76; H, 5.46.

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Names and synonyms

8 names
  • 2-Propen-1-one, 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-, (2E)-
  • Acetophenone, 3′-[(8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl]-2′,4′,6′-trihydroxy-5′-methyl-
  • 2-Propen-1-one, 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-, (E)-
  • (2E)-1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
  • NSC 56346
  • NSC 94525
  • Mallotoxin
  • PKC-δ/PKC-θ inhibitor

Work with Rottlerin

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

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Elsewhere

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