[(2Z,6S)-6-hydroxy-6-methyl-2-(4-methylpent-3-enyl)octa-2,7-dienyl] 3-hydroxy-3-methylbutanoate

Details

• Internal ID: a6664fea-d06b-47b9-8515-190ce031bafa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2Z,6S)-6-hydroxy-6-methyl-2-(4-methylpent-3-enyl)octa-2,7-dienyl] 3-hydroxy-3-methylbutanoate
• SMILES (Canonical): CC(=CCCC(=CCCC(C)(C=C)O)COC(=O)CC(C)(C)O)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC[C@@](C)(C=C)O)/COC(=O)CC(C)(C)O)C
• InChI: InChI=1S/C20H34O4/c1-7-20(6,23)13-9-12-17(11-8-10-16(2)3)15-24-18(21)14-19(4,5)22/h7,10,12,22-23H,1,8-9,11,13-15H2,2-6H3/b17-12-/t20-/m1/s1
• InChI Key: AKCWKACKPGSALW-MJLBXUHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.7375	73.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8132	81.32%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.7697	76.97%
P-glycoprotein inhibitior	-	0.8051	80.51%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	+	0.5777	57.77%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.7308	73.08%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7647	76.47%
CYP2C8 inhibition	-	0.7516	75.16%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9336	93.36%
Eye irritation	-	0.8146	81.46%
Skin irritation	-	0.5582	55.82%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3851	38.51%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6241	62.41%
skin sensitisation	-	0.6304	63.04%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.5386	53.86%
Estrogen receptor binding	-	0.5413	54.13%
Androgen receptor binding	-	0.8480	84.80%
Thyroid receptor binding	+	0.6418	64.18%
Glucocorticoid receptor binding	+	0.6586	65.86%
Aromatase binding	-	0.5573	55.73%
PPAR gamma	+	0.6311	63.11%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.69%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.19%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.13%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.53%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.46%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.78%	89.34%
CHEMBL2581	P07339	Cathepsin D	82.14%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.98%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.87%	91.11%

Plants that contains it

• Moscharia pinnatifida

Cross-Links

• PubChem: 162904975
• LOTUS: LTS0033742
• wikiData: Q104913540