2-[3-(1-Carboxyethenyl)-4-ethenyl-2,6-dihydroxy-4-methylcyclohexyl]-2-hydroxypropanoic acid

Details

• Internal ID: bb76fc13-be4d-47ae-af3c-c42427cd29af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
• IUPAC Name: 2-[3-(1-carboxyethenyl)-4-ethenyl-2,6-dihydroxy-4-methylcyclohexyl]-2-hydroxypropanoic acid
• SMILES (Canonical): CC1(CC(C(C(C1C(=C)C(=O)O)O)C(C)(C(=O)O)O)O)C=C
• SMILES (Isomeric): CC1(CC(C(C(C1C(=C)C(=O)O)O)C(C)(C(=O)O)O)O)C=C
• InChI: InChI=1S/C15H22O7/c1-5-14(3)6-8(16)10(15(4,22)13(20)21)11(17)9(14)7(2)12(18)19/h5,8-11,16-17,22H,1-2,6H2,3-4H3,(H,18,19)(H,20,21)
• InChI Key: OIVNJISRNHOMGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₇
• Molecular Weight: 314.33 g/mol
• Exact Mass: 314.13655304 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7580	75.80%
Caco-2	-	0.9024	90.24%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.9530	95.30%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	-	0.8221	82.21%
CYP3A4 substrate	+	0.5677	56.77%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8347	83.47%
CYP2C9 inhibition	-	0.8633	86.33%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.9255	92.55%
CYP2C8 inhibition	-	0.8286	82.86%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.5586	55.86%
Skin corrosion	-	0.8788	87.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7277	72.77%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	+	0.4858	48.58%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6124	61.24%
Acute Oral Toxicity (c)	III	0.5388	53.88%
Estrogen receptor binding	-	0.5586	55.86%
Androgen receptor binding	-	0.5170	51.70%
Thyroid receptor binding	-	0.5735	57.35%
Glucocorticoid receptor binding	-	0.5196	51.96%
Aromatase binding	-	0.5894	58.94%
PPAR gamma	-	0.5264	52.64%
Honey bee toxicity	-	0.7765	77.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9554	95.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.16%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.87%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.71%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	86.07%	82.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.00%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.20%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.61%	93.00%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	80.21%	97.05%

Plants that contains it

• Onopordum illyricum

Cross-Links

• PubChem: 85188148
• LOTUS: LTS0092661
• wikiData: Q105192876