(3S,8S)-8-hydroxy-3-methoxycarbonyl-2-methylidenenonanoic acid

Details

• Internal ID: c4189731-42d3-44d0-b7d3-aab7080a6ddb
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (3S,8S)-8-hydroxy-3-methoxycarbonyl-2-methylidenenonanoic acid
• SMILES (Canonical): CC(CCCCC(C(=C)C(=O)O)C(=O)OC)O
• SMILES (Isomeric): C[C@@H](CCCC[C@@H](C(=C)C(=O)O)C(=O)OC)O
• InChI: InChI=1S/C12H20O5/c1-8(13)6-4-5-7-10(12(16)17-3)9(2)11(14)15/h8,10,13H,2,4-7H2,1,3H3,(H,14,15)/t8-,10-/m0/s1
• InChI Key: QSAIBULZNVPLAJ-WPRPVWTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9037	90.37%
Caco-2	+	0.6214	62.14%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7389	73.89%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9199	91.99%
P-glycoprotein substrate	-	0.8003	80.03%
CYP3A4 substrate	-	0.5077	50.77%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.8955	89.55%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.7775	77.75%
CYP2C8 inhibition	-	0.9584	95.84%
CYP inhibitory promiscuity	-	0.9143	91.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6815	68.15%
Carcinogenicity (trinary)	Non-required	0.7463	74.63%
Eye corrosion	-	0.8919	89.19%
Eye irritation	+	0.6552	65.52%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7486	74.86%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5292	52.92%
skin sensitisation	-	0.6058	60.58%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.8877	88.77%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5424	54.24%
Acute Oral Toxicity (c)	III	0.6476	64.76%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	-	0.5485	54.85%
Thyroid receptor binding	-	0.6251	62.51%
Glucocorticoid receptor binding	+	0.6988	69.88%
Aromatase binding	-	0.8269	82.69%
PPAR gamma	-	0.6433	64.33%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9608	96.08%

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	96.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.23%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.20%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.95%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.01%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.79%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.95%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.06%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.86%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	80.81%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 26088028
• LOTUS: LTS0042960
• wikiData: Q105226821