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Carnosic acid

CAT: 0013-GTR19162360-03Size: 1 gDry Ice: NoHazardous: No
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Description
Carnosic acid (Carnosate) is a naturally occurring phenolic compound with antioxidant, anti-inflammatory and antimicrobial properties, inhibits the BCL9/β-catenin interaction with Ki of 3.3 uM; inhibits β-catenin-dependent transcription, and destabilizes oncogenic β-catenin in colon cancer cells; reduces the expression of Sox2 and the number of SOX2+ cells in MB sphere cultures.
CAS Number
3650-09-7
Product Name Alternative
Carnosate
Purity
>98% (HPLC)
Solubility
DMSO: 100 mg/mL, 300.82 mM; Water: Insoluble (< 1 mg/ml refers to the product slightly soluble or insoluble)
Smiles
O=C ([C@]12CCCC (C) (C) [C@]1 ([H]) CCC3=C2C (O) =C (O) C (C (C) C) =C3) O
Molecular Formula
C20H28O4
Molecular Weight
332.4
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
4a (2H) -Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7- (1-methylethyl) -, (4aR-trans) -

Chemical Information

Carnosic Acid

Carnosic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted by hydroxy groups at positions 11 and 12 and a carboxy group at position 20. It is isolated from rosemary (Rosmarinus officinalis) and common sage (Salvia officinalis) and exhibits anti-angiogenic, antineoplastic, antioxidant and anti-HIV activity. It has a role as an antioxidant, an antineoplastic agent, a HIV protease inhibitor, an angiogenesis modulating agent, a food preservative, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a monocarboxylic acid, a member of catechols, an abietane diterpenoid and a carbotricyclic compound. It is a conjugate acid of a carnosate.

CAS Number3650-09-7
PubChem CID65126
IUPAC Name(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
Molecular FormulaC20H28O4
Molecular Weight332.4
XLogP4.9
Topological Polar Surface Area77.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count24
Formal Charge0
Complexity500
SMILES
CC(C)C1=C(C(=C2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C(=O)O)O)O
InChI
InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1
InChIKey
QRYRORQUOLYVBU-VBKZILBWSA-N
Chemical Structure
2D Structure
2D structure of Carnosic Acid
CAS: 3650-09-7
CID: 65126
Formula: C20H28O4
MW: 332.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight332.4
XLogP34.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass332.19875937
Monoisotopic Mass332.19875937
Topological Polar Surface Area77.8 Ų
Heavy Atom Count24
Formal Charge0
Complexity500
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
sc-202520Carnosic acid

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