Capsanthin - Biochemical , CAS No.465-42-9

CAS: 465-42-9 Cat. No.: C303766 Molecular Weight: 584.87 EC Number: 207-364-1 PubChem CID: 5281228

GRADE & PURITY Biochemical

Synonyms

AKOS040761459 | Capsanthin, >=90.0% (HPLC) | DTXSID10905012 | (2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen

Storage

Room temperature,Desiccated

Shipped In

Normal

Specifications

Synonyms

AKOS040761459 | Capsanthin, >=90.0% (HPLC) | DTXSID10905012 | (2E, 4E, 6E, 8E, 10E, 12E, 14E, 16E, 18E)-19-[(4R)-4-hydroxy-2, 6, 6-trimethylcyclohexen-1-yl]-1-[(1R, 4S)-4-hydroxy-1, 2, 2-trimethylcyclopentyl]-4, 8, 13, 17-tetramethylnonadeca-2, 4, 6, 8, 10, 12, 14, 16, 18-nonaen

Specifications & Purity

Biochemical

Biochemical and Physiological Mechanisms

Potent antioxidant. Main carotenoid in paprika. Active in vitro .

Storage

Room temperature, Desiccated

Shipped In

Normal

Grade

Biochemical

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Pubchem Sid: 488195235
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195235
• Canonical Smiles: CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)C2(CC(CC2(C)C)O)C)C)C
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
• InChIKey: VYIRVAXUEZSDNC-RDJLEWNRSA-N
• INCHI: 1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1
• Isomeric SMILES: CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/C)/C
• PubChem CID: 5281228
• Molecular Weight: 584.87

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Tetraterpenoids
        • Level5 Carotenoids
          • Level6 Xanthophylls

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Tetraterpenoids
• Intermediate Tree Nodes: Carotenoids
• Direct Parent: Xanthophylls
• Alternative Parents: Cyclopentanols Enones Acryloyl compounds Ketones Cyclic alcohols and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Xanthophyll - Cyclopentanol - Alpha,beta-unsaturated ketone - Enone - Cyclic alcohol - Acryloyl-group - Secondary alcohol - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
• External Descriptors: C40 isoprenoids (tetraterpenes)

Data sources

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

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

Associated Targets(non-human)

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 584.900 g/mol
• XLogP3: 10.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 584.423 Da
• Monoisotopic Mass: 584.423 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 1310.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 9
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 9
• Covalently-Bonded Unit Count: 1

References

1. Hongxia Wang, Chaoyang Wu, Juncheng Zhu, Yang Cheng, Yuxin Yang, Shihao Qiao, Bo Jiao, Liang Ma, Yu Fu, Hai Chen, Hongjie Dai, Yuhao Zhang.  (2023)  Stabilization of capsanthin in physically-connected hydrogels: Rheology property, self-recovering performance and syringe/screw-3D printing.  CARBOHYDRATE POLYMERS,      [PMID:37567685] [10.1016/j.carbpol.2023.121209]

2. Jun Li, Xinyu Wu, Yue Chen, Junqian Deng, Hongping Yuan, Hailan Lian, Changlei Xia.  (2024)  Capsanthin-iodonium salt system for free radical photopolymerization under LED irradiation.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2024.112347]

3. Jun Li, Qian Ao, Xinyu Wu, Hongping Yuan, Yu Zhang, Xiaoyu Li, Hailan Lian.  (2025)  Capsanthin/Bismuththiol/Epoxidized Soybean Oil/Eugenol: A Green Synthesis of Biobased Antifungal Coatings for Wood under LED Irradiation.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c04082]