methyl (E,5S,7R)-5,7-dihydroxyoct-2-enoate

Details

• Internal ID: a208e945-a06c-4223-90ea-f34c9cefc8cf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: methyl (E,5S,7R)-5,7-dihydroxyoct-2-enoate
• SMILES (Canonical): CC(CC(CC=CC(=O)OC)O)O
• SMILES (Isomeric): C[C@H](C[C@H](C/C=C/C(=O)OC)O)O
• InChI: InChI=1S/C9H16O4/c1-7(10)6-8(11)4-3-5-9(12)13-2/h3,5,7-8,10-11H,4,6H2,1-2H3/b5-3+/t7-,8+/m1/s1
• InChI Key: BDDVHVHAPPZGRH-UPULXCRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7655	76.55%
Caco-2	+	0.6661	66.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6664	66.64%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.8842	88.42%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9307	93.07%
CYP3A4 substrate	-	0.5932	59.32%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	-	0.9664	96.64%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.7212	72.12%
Eye corrosion	-	0.8649	86.49%
Eye irritation	-	0.8099	80.99%
Skin irritation	-	0.7339	73.39%
Skin corrosion	-	0.8702	87.02%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6873	68.73%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7164	71.64%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.8839	88.39%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6558	65.58%
Acute Oral Toxicity (c)	III	0.6823	68.23%
Estrogen receptor binding	-	0.8842	88.42%
Androgen receptor binding	-	0.7590	75.90%
Thyroid receptor binding	-	0.7548	75.48%
Glucocorticoid receptor binding	-	0.4829	48.29%
Aromatase binding	-	0.8148	81.48%
PPAR gamma	-	0.8505	85.05%
Honey bee toxicity	-	0.9507	95.07%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.5556	55.56%

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	93.06%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.13%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.74%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.62%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.60%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.30%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.94%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.59%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.30%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.90%	94.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.64%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.40%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.38%	89.50%

Plants that contains it

• Staphylea japonica

Cross-Links

• PubChem: 11687023
• NPASS: NPC48823