alpha-Crocetin

Details

• Internal ID: 60994e82-c9d9-4fe5-b525-49ae4a136365
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14Z)-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(\C)/C(=O)O)/C=C/C=C(\C)/C(=O)O
• 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-MWAMITIYSA-N
• Popularity: 0 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
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• NSC407300
• SCHEMBL13233174

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9407	94.07%
Caco-2	+	0.7806	78.06%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9198	91.98%
P-glycoprotein inhibitior	-	0.6287	62.87%
P-glycoprotein substrate	-	0.9752	97.52%
CYP3A4 substrate	-	0.6286	62.86%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.9152	91.52%
CYP3A4 inhibition	-	0.9131	91.31%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.9456	94.56%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.9610	96.10%
CYP2C8 inhibition	-	0.9760	97.60%
CYP inhibitory promiscuity	-	0.9585	95.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6176	61.76%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	+	0.6217	62.17%
Eye irritation	+	0.7379	73.79%
Skin irritation	+	0.6184	61.84%
Skin corrosion	+	0.6019	60.19%
Ames mutagenesis	-	0.5691	56.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6970	69.70%
skin sensitisation	+	0.6050	60.50%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7262	72.62%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	+	0.9076	90.76%
Androgen receptor binding	-	0.8213	82.13%
Thyroid receptor binding	+	0.6818	68.18%
Glucocorticoid receptor binding	+	0.5703	57.03%
Aromatase binding	+	0.7782	77.82%
PPAR gamma	+	0.8364	83.64%
Honey bee toxicity	-	0.9481	94.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9184	91.84%

Targets

Proven Targets:

No proven targets yet!

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

• Crocus sativus

Cross-Links

• PubChem: 5458952
• LOTUS: LTS0029184
• wikiData: Q105204634