Crocetin

Details

• Internal ID: a483cc13-1d72-42a2-b497-9c66b71e8683
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C(=O)O)C=CC=C(C)C(=O)O
• SMILES (Isomeric): C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)O)/C)/C)/C=C/C=C(/C(=O)O)\C
• InChI: InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+
• InChI Key: PANKHBYNKQNAHN-MQQNZMFNSA-N
• Popularity: 1,137 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.40

Synonyms

• Transcrocetin
• 27876-94-4
• trans-Crocetin
• 8,8'-Diapocarotenedioic acid
• Transcrocetinate
• Natural yellow 6
• Transcrocetin [INN]
• (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
• 8,8'-Diapo-psi,psi-carotenedioic acid
• 8,8-Diapocarotenedioic acid
• Transcrocetinic acid
• 8,8'-Diapocarotene-8,8'-dioic acid
• CCRIS 7484
• CI 75100
• LEAF-4L7520
• Transcrocetin [USAN]
• EINECS 248-708-0
• NSC 407300
• CHEBI:3918
• CHEMBL464792
• LEAF-4L6715
• 20TC155L9C
• 27876-94-4 (free acid)
• 8,8'-diapo-8,8'-carotenedioic acid
• NSC-407300
• CI-75100
• 8,8'-Diapo-.psi.,.psi.-carotenedioic acid
• 2,4,6,8,10,12,14-Hexadecaheptaenedioic acid, 2,6,11,15-tetramethyl-, (all-E)-
• (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-Tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioic acid
• alpha-Crocetin
• .alpha.-Crocetin
• 8022-19-3
• alpha Crocetin
• Crocetin aglycon
• NSC407300
• (2Z,4E,6Z,8E,10Z,12E,14Z)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
• CROCETIN [INCI]
• CROCETIN [MI]
• trans-Crocetin - 98%
• Croceic Acid; Transcrocetin
• Transcrocetin [USAN:INN]
• Saffron C.I. 75100
• SCHEMBL20977
• UNII-20TC155L9C
• TRANSCROCETIN [WHO-DD]
• 8,8''-diapocarotenedioic acid
• CI 75100 [INCI]
• DTXSID201015585
• HY-N2072
• WHO 9931
• BDBM50269617
• MFCD00017359
• MFCD00064590
• AKOS022186332
• DB05974
• LMPR0104010020
• 8,8''-diapo-psi,psi-carotenedioic acid
• 8,8''-diapo-8,8''-carotenedioic acid
• AC-35087
• AS-59348
• LS-174200
• CS-0018577
• C08588
• LEAF-4L6715 COMPONENT TRANSCROCETINATE
• A819224
• 8, 8'- diapo- .psi., .psi.- carotenedioic acid
• Q-100354
• Q2714546
• TRANSCROCETINATE LIPOSOMAL COMPONENT OF LEAF-4L6715
• 2,4,6,8,10,12,14-Hexadecaheptaenedioic acid, 2,6,11,15-tetramethyl-
• (ALL-E)-2,6,11,15-TETRAMETHYLHEXADECA-2,4,6,8,10,12,14-HEPTAENEDIOIC ACID
• 2,4,6,8,10,12,14-Hexadecaheptaenedioic acid, 2,6,11,15-tetramethyl-,(all-E)-
• (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid8,8''-diapocarotene-8,8''-dioic acid
• (2Z,4E,6Z,8E,10E,12E,14Z)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid;Crocetin
• 2,4,6,8,10,12,14-HEXADECAHEPTAENEDIOIC ACID, 2,6,11,15-TETRAMETHYL-, (2E,4E,6E,8E,10E,12E,14E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL221	P23219	Cyclooxygenase-1	28000 nM	IC50	PMID: 16038536

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2061	P19793	Retinoid X receptor alpha	81.05%	91.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.77%	95.50%

Plants that contains it

• Brassica oleracea
• Crocus sativus
• Crocus vernus
• Gardenia jasminoides
• Verbascum lychnitis

Cross-Links

• PubChem: 5281232
• NPASS: NPC43053
• ChEMBL: CHEMBL464792
• LOTUS: LTS0129423
• wikiData: Q2714546