(E,6S)-6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

Details

• Internal ID: 85a95231-1ac0-4d61-8315-eda6d2ed1449
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (E,6S)-6,7-dihydroxy-3,7-dimethyloct-2-enoic acid
• SMILES (Canonical): CC(=CC(=O)O)CCC(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\C(=O)O)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C10H18O4/c1-7(6-9(12)13)4-5-8(11)10(2,3)14/h6,8,11,14H,4-5H2,1-3H3,(H,12,13)/b7-6+/t8-/m0/s1
• InChI Key: MUEMUGYSVXBBRL-CZEYKFRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9322	93.22%
Caco-2	+	0.5217	52.17%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5718	57.18%
OATP2B1 inhibitior	-	0.8448	84.48%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9287	92.87%
P-glycoprotein inhibitior	-	0.9790	97.90%
P-glycoprotein substrate	-	0.9090	90.90%
CYP3A4 substrate	-	0.5953	59.53%
CYP2C9 substrate	-	0.5861	58.61%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.8956	89.56%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.7610	76.10%
CYP2C8 inhibition	-	0.9797	97.97%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.7087	70.87%
Eye corrosion	-	0.9235	92.35%
Eye irritation	-	0.5989	59.89%
Skin irritation	+	0.6088	60.88%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5860	58.60%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	+	0.6046	60.46%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6970	69.70%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5696	56.96%
Acute Oral Toxicity (c)	IV	0.4887	48.87%
Estrogen receptor binding	-	0.9027	90.27%
Androgen receptor binding	-	0.7500	75.00%
Thyroid receptor binding	-	0.7068	70.68%
Glucocorticoid receptor binding	-	0.7230	72.30%
Aromatase binding	-	0.9195	91.95%
PPAR gamma	-	0.6807	68.07%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.8397	83.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.09%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.57%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL2061	P19793	Retinoid X receptor alpha	84.33%	91.67%
CHEMBL3401	O75469	Pregnane X receptor	84.31%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.93%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.34%	97.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.10%	89.34%

Plants that contains it

• Lanxangia tsaoko

Cross-Links

• PubChem: 139050128
• LOTUS: LTS0138195
• wikiData: Q105172232