trans-Methylbixin

Details

• Internal ID: d3ff404a-b0de-48de-a700-ab9f2b361f68
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: dimethyl (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaenedioate
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)OC)C=CC=C(C)C=CC(=O)OC
• SMILES (Isomeric): C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)OC)/C)/C)/C=C/C=C(/C=C/C(=O)OC)\C
• InChI: InChI=1S/C26H32O4/c1-21(13-9-15-23(3)17-19-25(27)29-5)11-7-8-12-22(2)14-10-16-24(4)18-20-26(28)30-6/h7-20H,1-6H3/b8-7+,13-9+,14-10+,19-17+,20-18+,21-11+,22-12+,23-15+,24-16+
• InChI Key: UNTSJRBZLAUZBX-VBBCTIIMSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₄
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.23005950 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• Methyl bixin/ (Bixin dimethyl ester)
• Isomethylbixin
• bixin dimethyl ester
• CHEBI:176013
• DTXSID101104525
• LMPR01070211
• 2,4,6,8,10,12,14,16,18-Eicosanonaenedioic acid, 4,8,13,17-tetramethyl-, dimethyl ester, (2E,4E,6E,8E,10E,12E,14E,16E,18E)-
• 62697-46-5
• dimethyl (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaenedioate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.5352	53.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7440	74.40%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9857	98.57%
P-glycoprotein inhibitior	+	0.8429	84.29%
P-glycoprotein substrate	-	0.9541	95.41%
CYP3A4 substrate	-	0.5459	54.59%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8986	89.86%
CYP3A4 inhibition	-	0.9285	92.85%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.8516	85.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6181	61.81%
Carcinogenicity (trinary)	Non-required	0.6844	68.44%
Eye corrosion	+	0.5669	56.69%
Eye irritation	-	0.8091	80.91%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.8354	83.54%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8983	89.83%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5781	57.81%
skin sensitisation	+	0.8369	83.69%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.8039	80.39%
Acute Oral Toxicity (c)	III	0.4776	47.76%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	-	0.4937	49.37%
Thyroid receptor binding	+	0.6884	68.84%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.8240	82.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9003	90.03%

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	98.87%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.46%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.75%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.29%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.20%	96.95%

Plants that contains it

• Bixa orellana

Cross-Links

• PubChem: 14413719
• LOTUS: LTS0232697
• wikiData: Q76423800