[8-Hydroxy-2-(5-hydroxy-4-methylpent-3-enyl)-6-methylocta-2,6-dienyl] acetate

Details

• Internal ID: fae04993-ba34-4aec-8b25-fc2d5895f2bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [8-hydroxy-2-(5-hydroxy-4-methylpent-3-enyl)-6-methylocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(=CCO)CCC=C(CCC=C(C)CO)COC(=O)C
• SMILES (Isomeric): CC(=CCO)CCC=C(CCC=C(C)CO)COC(=O)C
• InChI: InChI=1S/C17H28O4/c1-14(10-11-18)6-4-8-17(13-21-16(3)20)9-5-7-15(2)12-19/h7-8,10,18-19H,4-6,9,11-13H2,1-3H3
• InChI Key: XTYOANOPYVEUBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9062	90.62%
Caco-2	+	0.7837	78.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6797	67.97%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8071	80.71%
P-glycoprotein inhibitior	-	0.8401	84.01%
P-glycoprotein substrate	-	0.9031	90.31%
CYP3A4 substrate	+	0.5242	52.42%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.8618	86.18%
CYP2C19 inhibition	-	0.8732	87.32%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	-	0.8229	82.29%
CYP2C8 inhibition	-	0.8566	85.66%
CYP inhibitory promiscuity	-	0.8086	80.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.8543	85.43%
Eye irritation	-	0.4943	49.43%
Skin irritation	-	0.6664	66.64%
Skin corrosion	-	0.9899	98.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.6966	69.66%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.9257	92.57%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6767	67.67%
Acute Oral Toxicity (c)	III	0.5646	56.46%
Estrogen receptor binding	-	0.5736	57.36%
Androgen receptor binding	-	0.7685	76.85%
Thyroid receptor binding	-	0.6420	64.20%
Glucocorticoid receptor binding	-	0.5835	58.35%
Aromatase binding	-	0.6094	60.94%
PPAR gamma	+	0.6101	61.01%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.66%	91.19%
CHEMBL2664	P23526	Adenosylhomocysteinase	80.38%	86.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.23%	96.95%

Plants that contains it

• Arctotis venusta

Cross-Links

• PubChem: 163041290
• LOTUS: LTS0228297
• wikiData: Q105342005