7-Oxodehydroabietic acid
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Basic information
- CAS
18684-55-4- Standard SMILES
CC(C)c1ccc2c(c1)C(=O)C[C@H]1[C@](C)(C(=O)O)CCC[C@]21C- InChIKey
MSWJSDLNPCSSNW-MISYRCLQSA-N- Molecular formula
- C20H26O3
- Average molar mass
- 314.4 g/mol
- Monoisotopic mass
- 314.18819469
Overview
7-oxodehydroabietic acid has been reported in Pinus densiflora, Ferula assa-foetida, and other organisms with data available.
Names & identifiers
- Preferred name
- 7-Oxodehydroabietic acid
- IUPAC
- (1R,4aS,10aR)-1,4a-dimethyl-9-oxo-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthrene-1-carboxylic acid
- English name
- 7-oxodehydroabietic acid
- Molecular formula
- C20H26O3
- Molecular weight
- 314.42
Names & synonyms
7-OXODEHYDROABIETIC ACID18684-55-4I8PNL8FLID7-ketodehydro-abietic acidPodocarpa-8,11,13-trien-15-oic acid, 13-isopropyl-7-oxo-RefChem:547017(1R,4aS,10aR)-1,4a-dimethyl-9-oxo-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthrene-1-carboxylic acid1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-9-oxo-, (1R,4aS,10aR)-7-Ketodehydroabietic acidUNII-I8PNL8FLIDBRN 32167237-oxocallitrisic acid
Show more names
xodehydroabietic acidAbietic Acid Impurity 1213-Isopropyl-7-oxopodocarpa-8,11,13-trien-18-oic acid
13-Isopropyl-7-oxopodocarpa-8,11,13-trien-15-oic acid4-10-00-02942 (Beilstein Handbook Reference)CHEMBL597919orb1691413SCHEMBL3212768DTXSID5075074MSK162040AKOS027324385
Database identifiers
- CAS
18684-55-4
Properties
Computed structural propertiesFilling in
- XLogP
- 4.5
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 511
Physicochemical properties
- Melting point
- 90 · 90-91 °C
- Boiling point
- 475.4 · 475.4±45.0 °C(Predicted)
- Density
- 1.122 · 1.122±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- pka
- 4.52 · 4.52±0.40(Predicted)
- form
- Solid
- color
- White to off-white
- InChI
- InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(15,3)8-5-9-20(17,4)18(22)23/h6-7,10,12,17H,5,8-9,11H2,1-4H3,(H,22,23)/t17-,19-,20-/m1/s1
- InChIKey
- MSWJSDLNPCSSNW-MISYRCLQSA-N
- SMILES
- [C@@]1(C)(C(O)=O)[C@@]2([H])[C@@](C)(C3=C(C(=O)C2)C=C(C(C)C)C=C3)CCC1
- FDA UNII
- 8 PNL8FLID · I8PNL8FLID
- EPA Substance Registry System
- 1 · 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-9-oxo-, (1R,4aS,10aR)- (18684-55-4)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Chemistry & industry
Applications
DescriptionIt is an oxidation product of abietic acid, and an allergen of colophony.
Uses7-Oxodehydroabietic acid is a diterpene resin acid isolated from the roots of the pine Pinus densiflora. 7-Oxodehydroabietic acid play a defensive role against herbivorous insects via insect endocrine-disrupting activity[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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