(4bS)-1-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol
Basic information
- CAS
511-15-9- Standard SMILES
CC(C)c1c(O)ccc2c1CCC1C(C)(C)CCC[C@]21C- InChIKey
ZRVDANDJSTYELM-UUSAFJCLSA-N- Molecular formula
- C20H30O
- Average molar mass
- 286.5 g/mol
- Monoisotopic mass
- 286.22966558
Overview
(4bS)-1-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol has been reported in Juniperus procera with data available.
Names & identifiers
- Preferred name
- (4bS)-1-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol
- IUPAC
- (4bS)-4b,8,8-trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol
- English name
- TOTAROL
- Molecular formula
- C20H30O
- Molecular weight
- 286.45
Names & synonyms
(4bS)-1-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-olSpectrum_000738SpecPlus_000209Spectrum2_000271Spectrum3_000063Spectrum4_001344Spectrum5_000247BSPBio_001845KBioGR_001867KBioSS_001218SPECTRUM100287DivK1c_006305
Show more names
(+)-TotarolTOTAROLTOTAROL(P)trans-TotarolTOTAROL USP/EP/BPLiposomal TotarolTotarol in isooctaneTOTAROL (B637832K176)Water-Soluble TotarolTotarol, 10 mM in DMSO
SPBio_000142SCHEMBL13423504KBio1_001249KBio2_001218KBio2_003786KBio2_006354KBio3_001045CCG-39830
Database identifiers
- CAS
511-15-9
Properties
Computed structural properties
- XLogP
- 6.7
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 385
Physicochemical properties
- Melting point
- 128 · 128-132 °C(lit.)
- Boiling point
- 369.4 · 369.4±31.0 °C(Predicted)
- Density
- 0.988 · 0.988±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 10.9 · 10.90±0.60(Predicted)
- color
- Off-White to Light Brown
- optical activity
- 41.32 · +41.320 (c4, ethanol)
- Cosmetics Ingredients Functions
- DEODORANTORAL CAREANTIOXIDANT
- InChI
- InChI=1S/C20H30O/c1-13(2)18-14-7-10-17-19(3,4)11-6-12-20(17,5)15(14)8-9-16(18)21/h8-9,13,17,21H,6-7,10-12H2,1-5H3/t17-,20+/m0/s1
- InChIKey
- ZRVDANDJSTYELM-FXAWDEMLSA-N
- SMILES
- C1(C(C)C)=C2C([C@]3(C)[C@@]([H])(CC2)C(C)(C)CCC3)=CC=C1O
- LogP
- 6.405 · 6.405 (est)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H315-H335-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
Uses(4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol is a naturally occurring diterpene that exhibits potent antimicrobial activity.
Uses(4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol (>90%) is a naturally occurring diterpene that exhibits potent antimicrobial activity.
Additional notes
DefinitionChEBI: A natural product found in Biota orientalis.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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