5-Hydroxy-7-methyl-7-(4-methylpent-3-enyl)bicyclo[4.1.0]hept-2-ene-3-carboxylic acid

Details

• Internal ID: 1d616c86-be05-43d8-bd33-b56326df5c0f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-7-methyl-7-(4-methylpent-3-enyl)bicyclo[4.1.0]hept-2-ene-3-carboxylic acid
• SMILES (Canonical): CC(=CCCC1(C2C1C(CC(=C2)C(=O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C2C1C(CC(=C2)C(=O)O)O)C)C
• InChI: InChI=1S/C15H22O3/c1-9(2)5-4-6-15(3)11-7-10(14(17)18)8-12(16)13(11)15/h5,7,11-13,16H,4,6,8H2,1-3H3,(H,17,18)
• InChI Key: FDIVBBVUHYDHDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8434	84.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7297	72.97%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8364	83.64%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5725	57.25%
P-glycoprotein inhibitior	-	0.9443	94.43%
P-glycoprotein substrate	-	0.8781	87.81%
CYP3A4 substrate	-	0.5060	50.60%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.8892	88.92%
CYP2C9 inhibition	-	0.7363	73.63%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.9144	91.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9115	91.15%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8544	85.44%
Skin irritation	+	0.5118	51.18%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6611	66.11%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.6571	65.71%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6020	60.20%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	-	0.4875	48.75%
Androgen receptor binding	-	0.6495	64.95%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.5527	55.27%
Aromatase binding	-	0.7731	77.31%
PPAR gamma	+	0.5722	57.22%
Honey bee toxicity	-	0.8475	84.75%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	95.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.63%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.48%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.21%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163008269
• LOTUS: LTS0029116
• wikiData: Q100145911