Basic information
- CAS
511-05-7- Standard SMILES
CC(C)c1cc2c(cc1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2=O- InChIKey
IPEHJNRNYPOFII-AZUAARDMSA-N- Molecular formula
- C20H28O2
- Average molar mass
- 300.4 g/mol
- Monoisotopic mass
- 300.20893013
Overview
Sugiol is an abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group. It has a role as an antioxidant, an antiviral agent, an antineoplastic agent, a radical scavenger and a plant metabolite. It is a member of phenols, a cyclic terpene ketone, an abietane diterpenoid, a carbotricyclic compound and a meroterpenoid. It is functionally related to a ferruginol.
Names & identifiers
- Preferred name
- Sugiol
- IUPAC
- (4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
- English name
- (4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahy dro-2H-phenanthren-9-one
- Molecular formula
- C20H28O2
- Molecular weight
- 300.44
Names & synonyms
SUGIOL511-05-712-Hydroxyabieta-8,11,13-trien-7-oneCHEBI:138961DTXSID70965374(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-oneRefChem:186449DTXCID401767128(+)-Sugiol12-hydroxyabieta-8(14),9(11),12-trien-7-oneNSC 122421(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahy dro-2H-phenanthren-9-one
Show more names
10-Deoxoxanthoperol12-Hydroxyabieta-8,11,13-triene-7-one(4aS)-2,3,4,4a,10,10aα-Hexahydro-6-hydroxy-1,1,4a-trimethyl-7-isopropylphenanthren-9(1H)-one9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS,10aS)-
Podocarpa-8,11,13-trien-7-one, 12-hydroxy-13-isopropyl-CHEMBL195296orb1684193SCHEMBL10869169(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-TN2243AKOS040760726FS-7573
Properties
Computed structural properties
- XLogP
- 5.6
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 453
Physicochemical properties
- Melting point
- 290 · 290-292 °C (decomp)
- Boiling point
- 185 · 185-205 °C(Press: 0.1 Torr)
- Density
- 1.049 · 1.049±0.06 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 8.71 · 8.71±0.60(Predicted)
- color
- White to off-white
- LogP
- 6.77 · 6.770 (est)
Chemistry & industry
Applications
UsesSugiol is an abietane diterpenoid, can be isolated from Calocedrus formosana bark. Sugiol has anti-inflammatory activity, could effectively reduce intracellular reactive oxygen species (ROS) production in lipopolysaccharide (LPS)-stimulated macrophages[1].
Suppliers38 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
上海融禾医药科技发展有限公司17301719108 13341702378 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
ChemeGen 中国18818260767 · [email protected]
Labnetwork lnc.+86-27-50766799 +86-18062016861 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
Related reactions
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Compound notes
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