(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxylic acid

Details

• Internal ID: f6c0e3d4-704a-4140-a818-96e0e0e1fc49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxylic acid
• SMILES (Canonical): CC1(C2C1C=C(CC2)C(=O)O)C
• SMILES (Isomeric): CC1([C@@H]2[C@H]1C=C(CC2)C(=O)O)C
• InChI: InChI=1S/C10H14O2/c1-10(2)7-4-3-6(9(11)12)5-8(7)10/h5,7-8H,3-4H2,1-2H3,(H,11,12)/t7-,8+/m0/s1
• InChI Key: BKLAIYZBALVMQV-JGVFFNPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7348	73.48%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5427	54.27%
OATP2B1 inhibitior	-	0.8467	84.67%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9574	95.74%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.9434	94.34%
CYP2C9 inhibition	-	0.7319	73.19%
CYP2C19 inhibition	-	0.6999	69.99%
CYP2D6 inhibition	-	0.8820	88.20%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	-	0.9393	93.93%
CYP inhibitory promiscuity	-	0.9283	92.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7615	76.15%
Carcinogenicity (trinary)	Non-required	0.6481	64.81%
Eye corrosion	-	0.9064	90.64%
Eye irritation	+	0.7421	74.21%
Skin irritation	+	0.6469	64.69%
Skin corrosion	-	0.8335	83.35%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7088	70.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.8098	80.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6654	66.54%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6352	63.52%
Acute Oral Toxicity (c)	III	0.7269	72.69%
Estrogen receptor binding	-	0.7124	71.24%
Androgen receptor binding	-	0.6527	65.27%
Thyroid receptor binding	-	0.8012	80.12%
Glucocorticoid receptor binding	-	0.6631	66.31%
Aromatase binding	-	0.9343	93.43%
PPAR gamma	-	0.8629	86.29%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6551	65.51%
Fish aquatic toxicity	+	0.9610	96.10%

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	96.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.86%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.18%	98.95%

Plants that contains it

• Bridelia retusa
• Clausena lansium

Cross-Links

• PubChem: 22298188
• LOTUS: LTS0096825
• wikiData: Q104974395