Carnosic acid is a diterpenoid that acts as an effective lipid peroxidation inhibitor in liposomal and microsomal environments, with antioxidant properties. Carnosic acid has been reported to scavenge peroxyl radicals, H2O2, reduce cytochrome C, and act more potently than Propyl gallate.Studies indicate that Carnosic acid protects red cells from oxidative hemolysis and in the xanthine/xanthine oxidase system inhibits superoxide anion production. In addition, data suggests that Carnosic acid activates PPARγ (peroxisome proliferator activated receptor γ).
An antioxidant, lipid peroxidation inhibitor, and PPARγ activator

Specifications

Synonyms

Carnosic acid, primary pharmaceutical reference standard | HY-N0644 | CARNOSIC ACID (CONSTITUENT OF ROSEMARY) [DSC] | BCP0726000155 | (4aR, 10aS)-5, 6-dihydroxy-1, 1-dimethyl-7-propan-2-yl-2, 3, 4, 9, 10, 10a-hexahydrophenanthrene-4a-carboxylic acid | Carnosic ac

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Found in Rosmarinus officinalis . Displays antioxidative, anticancer, antiangiogenic, anti-inflammatory, and hepatoprotective and neuroprotective effects.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Canonical Smiles	CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O)O
IUPAC Name	(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
InChIKey	QRYRORQUOLYVBU-VBKZILBWSA-N
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
Isomeric SMILES	CC(C)C1=C(C(=C2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C(=O)O)O)O
WGK Germany	3
Molecular Weight	332.43
Beilstein	2707918
Reaxy-Rn	2774884
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2774884&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Class Prenol lipids
    - Subclass Diterpenoids

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Diterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Diterpenoids
Alternative Parents	Hydrophenanthrenes Naphthalenecarboxylic acids Tetralins 1-hydroxy-4-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aromatic homopolycyclic compounds
Substituents	Abietane diterpenoid - Diterpenoid - Hydrophenanthrene - Phenanthrene - 1-naphthalenecarboxylic acid - 1-naphthalenecarboxylic acid or derivatives - Tetralin - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
External Descriptors	monocarboxylic acid - catechols - abietane diterpenoid - carbotricyclic compound
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3D Structure

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FDPS Tclin Farnesyl diphosphate synthase (1240 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PNLIP Tclin Pancreatic lipase (198 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSD Tchem Cathepsin D (3201 Activities)

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GGPS1 Tchem Geranylgeranyl pyrophosphate synthetase (715 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C8 Tchem Cytochrome P450 2C8 (1492 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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GSTO1 Tchem Glutathione transferase omega 1 (164 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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CYP2E1 Tchem Cytochrome P450 2E1 (2174 Activities)

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CYP2B6 Tchem Cytochrome P450 2B6 (1338 Activities)

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ACHN (49357 Activities)

Sensitivity	light sensitive
Specific Rotation[α]	184 ° (C=1, MeOH)
Melt Point(°C)	190°C
Molecular Weight	332.400 g/mol
XLogP3	4.900
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	332.199 Da
Monoisotopic Mass	332.199 Da
Topological Polar Surface Area	77.800 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	500.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Carnosic acid - 10mM in DMSO , CAS No.3650-09-7

Why this grade

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Quality documents

Literature proof

Overview

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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