[(3R,5S,6E)-3-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-5-yl] 3-methylbutanoate

Details

• Internal ID: 82c1d386-64a3-4ac8-b028-f21b8c22e4e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,5S,6E)-3-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-5-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC(CC(C)(C=C)O)C=C(C)CCC=C(C)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@@H](C[C@](C)(C=C)O)/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C20H34O3/c1-8-20(7,22)14-18(23-19(21)12-16(4)5)13-17(6)11-9-10-15(2)3/h8,10,13,16,18,22H,1,9,11-12,14H2,2-7H3/b17-13+/t18-,20+/m1/s1
• InChI Key: ZRAJVUKKOQZPOA-YFFARGKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7650	76.50%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6980	69.80%
P-glycoprotein inhibitior	-	0.6823	68.23%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.8336	83.36%
CYP2C9 inhibition	-	0.7736	77.36%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	-	0.7626	76.26%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5115	51.15%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.7903	79.03%
Eye irritation	-	0.6648	66.48%
Skin irritation	+	0.7983	79.83%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6951	69.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.3690	36.90%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5057	50.57%
skin sensitisation	+	0.7204	72.04%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.8309	83.09%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.7123	71.23%
Estrogen receptor binding	-	0.6305	63.05%
Androgen receptor binding	-	0.6001	60.01%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	-	0.4756	47.56%
Aromatase binding	-	0.5213	52.13%
PPAR gamma	-	0.5602	56.02%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9361	93.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.16%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.77%	90.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.95%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.24%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.63%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	88.62%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.34%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.00%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.21%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.00%	82.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.10%	91.11%

Plants that contains it

• Geigeria ornativa

Cross-Links

• PubChem: 162958187
• LOTUS: LTS0266369
• wikiData: Q105381851