(1R,3R,6S)-7,7-dimethylbicyclo[4.1.0]hept-4-ene-3-carboxylic acid

Details

• Internal ID: 1e7fb661-6f7b-4760-bd77-906a4b20f9f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,3R,6S)-7,7-dimethylbicyclo[4.1.0]hept-4-ene-3-carboxylic acid
• SMILES (Canonical): CC1(C2C1C=CC(C2)C(=O)O)C
• SMILES (Isomeric): CC1([C@H]2[C@@H]1C=C[C@@H](C2)C(=O)O)C
• InChI: InChI=1S/C10H14O2/c1-10(2)7-4-3-6(9(11)12)5-8(7)10/h3-4,6-8H,5H2,1-2H3,(H,11,12)/t6-,7-,8+/m0/s1
• InChI Key: XFFXOBLWEOSPMX-BIIVOSGPSA-N
• Popularity: 1 reference 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: 2.00
• Atomic LogP (AlogP): 1.92
• 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	+	0.9954	99.54%
Caco-2	-	0.6898	68.98%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4920	49.20%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9589	95.89%
P-glycoprotein inhibitior	-	0.9835	98.35%
P-glycoprotein substrate	-	0.9611	96.11%
CYP3A4 substrate	-	0.5463	54.63%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.8627	86.27%
CYP2C19 inhibition	-	0.8900	89.00%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.8518	85.18%
CYP2C8 inhibition	-	0.9479	94.79%
CYP inhibitory promiscuity	-	0.9817	98.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6573	65.73%
Carcinogenicity (trinary)	Non-required	0.7063	70.63%
Eye corrosion	-	0.7426	74.26%
Eye irritation	+	0.6596	65.96%
Skin irritation	+	0.7115	71.15%
Skin corrosion	-	0.6933	69.33%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7582	75.82%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7439	74.39%
skin sensitisation	+	0.7472	74.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7575	75.75%
Acute Oral Toxicity (c)	III	0.6588	65.88%
Estrogen receptor binding	-	0.7808	78.08%
Androgen receptor binding	-	0.7015	70.15%
Thyroid receptor binding	-	0.8207	82.07%
Glucocorticoid receptor binding	-	0.8070	80.70%
Aromatase binding	-	0.9389	93.89%
PPAR gamma	-	0.9216	92.16%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9607	96.07%

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	96.59%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.63%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	87.97%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.01%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.23%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.27%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.76%	100.00%

Plants that contains it

• Callitropsis nootkatensis

Cross-Links

• PubChem: 101600180
• LOTUS: LTS0163323
• wikiData: Q105327006