beta-Crocetin

Details

• Internal ID: 0eb32ccd-24a6-4046-a3ff-ad7dc72a54a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E)-16-methoxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C(=O)OC)C=CC=C(C)C(=O)O
• SMILES (Isomeric): C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=O)OC)/C=C/C=C(\C)/C(=O)O
• InChI: InChI=1S/C21H26O4/c1-16(12-8-14-18(3)20(22)23)10-6-7-11-17(2)13-9-15-19(4)21(24)25-5/h6-15H,1-5H3,(H,22,23)/b7-6+,12-8+,13-9+,16-10+,17-11+,18-14+,19-15+
• InChI Key: DGGQUKOLHQXDLV-QTNXRKSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• 25368-09-6
• (2E,4E,6E,8E,10E,12E,14E)-16-Methoxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid
• 8,8'-Diapo-psi,psi-carotene-8,8'-dioic acid 8-methyl ester
• SCHEMBL8503505
• HY-N6904
• AKOS040760853
• MS-25246
• CS-0100520
• F85643

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9559	95.59%
Caco-2	+	0.7706	77.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9084	90.84%
P-glycoprotein inhibitior	-	0.4507	45.07%
P-glycoprotein substrate	-	0.9275	92.75%
CYP3A4 substrate	-	0.5296	52.96%
CYP2C9 substrate	-	0.5775	57.75%
CYP2D6 substrate	-	0.9172	91.72%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.9406	94.06%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9625	96.25%
CYP2C8 inhibition	-	0.9110	91.10%
CYP inhibitory promiscuity	-	0.9497	94.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5966	59.66%
Carcinogenicity (trinary)	Non-required	0.6934	69.34%
Eye corrosion	-	0.5753	57.53%
Eye irritation	-	0.6958	69.58%
Skin irritation	-	0.5549	55.49%
Skin corrosion	-	0.7781	77.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6056	60.56%
skin sensitisation	+	0.7431	74.31%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.8355	83.55%
Acute Oral Toxicity (c)	III	0.5194	51.94%
Estrogen receptor binding	+	0.8997	89.97%
Androgen receptor binding	-	0.8403	84.03%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.5588	55.88%
Aromatase binding	+	0.7786	77.86%
PPAR gamma	+	0.7086	70.86%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8524	85.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	90.04%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.58%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.84%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.07%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 88311768
• NPASS: NPC24693
• LOTUS: LTS0203090
• wikiData: Q104978658