Methyl (9Z)-10'-oxo-6,10'-diapo-6-carotenoate

Details

• Internal ID: 7fb3838b-0dea-45af-baa6-f9881c586997
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty aldehydes
• IUPAC Name: methyl (2E,4Z,6E,8E,10E,12E,14E)-4,8,13-trimethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoate
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=O)C=CC=C(C)C=CC(=O)OC
• SMILES (Isomeric): C/C(=C\C=C\C=C(/C)\C=C\C=O)/C=C/C=C(/C)\C=C\C(=O)OC
• InChI: InChI=1S/C20H24O3/c1-17(9-5-6-10-18(2)13-8-16-21)11-7-12-19(3)14-15-20(22)23-4/h5-16H,1-4H3/b6-5+,11-7+,13-8+,15-14+,17-9+,18-10+,19-12-
• InChI Key: NXZZZYUALZNGOO-OKMAZBOSSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• Apo-10'-bixinal
• CHEBI:169747
• DTXSID801119096
• 201996-43-2
• Methyl (2E,4Z,6E,8E,10E,12E,14E)-4,8,13-trimethyl-16-oxo-2,4,6,8,10,12,14-hexadecaheptaenoate
• methyl (2E,4Z,6E,8E,10E,12E,14E)-4,8,13-trimethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.7639	76.39%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7684	76.84%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9735	97.35%
P-glycoprotein inhibitior	-	0.6170	61.70%
P-glycoprotein substrate	-	0.9213	92.13%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8938	89.38%
CYP3A4 inhibition	-	0.9517	95.17%
CYP2C9 inhibition	-	0.9267	92.67%
CYP2C19 inhibition	-	0.9309	93.09%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9288	92.88%
CYP2C8 inhibition	-	0.9087	90.87%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6481	64.81%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	+	0.8053	80.53%
Eye irritation	-	0.7191	71.91%
Skin irritation	+	0.6075	60.75%
Skin corrosion	-	0.7794	77.94%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9087	90.87%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5656	56.56%
skin sensitisation	+	0.8964	89.64%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.7864	78.64%
Acute Oral Toxicity (c)	III	0.5434	54.34%
Estrogen receptor binding	+	0.9094	90.94%
Androgen receptor binding	-	0.6677	66.77%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	-	0.4652	46.52%
Aromatase binding	+	0.8751	87.51%
PPAR gamma	-	0.5912	59.12%
Honey bee toxicity	-	0.8479	84.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8692	86.92%

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	97.39%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.89%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.22%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%

Plants that contains it

• Bixa orellana

Cross-Links

• PubChem: 131751234
• LOTUS: LTS0172874
• wikiData: Q76856684