(2-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)acetic acid

Details

• Internal ID: 6f76e2bf-d9f2-4e32-8768-393da17f12e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-(2-hydroxy-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl)acetic acid
• InChI: InChI=1S/C12H20O3/c1-10(2)8-4-5-11(10,3)12(15,6-8)7-9(13)14/h8,15H,4-7H2,1-3H3,(H,13,14)
• InChI Key: HBWSRVTVYLQCPC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• DTXSID40392491
• (2-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)acetic acid
• 2-(2-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7946	79.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7959	79.59%
P-glycoprotein inhibitior	-	0.9677	96.77%
P-glycoprotein substrate	-	0.8992	89.92%
CYP3A4 substrate	+	0.5174	51.74%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9176	91.76%
CYP2C9 inhibition	-	0.7265	72.65%
CYP2C19 inhibition	-	0.9007	90.07%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.9074	90.74%
CYP2C8 inhibition	-	0.9310	93.10%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8252	82.52%
Skin irritation	+	0.6463	64.63%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7327	73.27%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.6072	60.72%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5671	56.71%
Acute Oral Toxicity (c)	I	0.4534	45.34%
Estrogen receptor binding	-	0.5710	57.10%
Androgen receptor binding	-	0.5885	58.85%
Thyroid receptor binding	-	0.6811	68.11%
Glucocorticoid receptor binding	-	0.7400	74.00%
Aromatase binding	-	0.7371	73.71%
PPAR gamma	-	0.6952	69.52%
Honey bee toxicity	-	0.9717	97.17%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9593	95.93%

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	96.34%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.41%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.38%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.63%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.06%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.14%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.37%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.28%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 3439780
• LOTUS: LTS0273856
• wikiData: Q82190784