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

Details

• Internal ID: 0c3f600f-3cee-4054-ad91-34d260547f50
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl)acetic acid
• SMILES (Canonical): CC1(C2CCC1(C(C2)CC(=O)O)C)C
• SMILES (Isomeric): CC1(C2CCC1(C(C2)CC(=O)O)C)C
• InChI: InChI=1S/C12H20O2/c1-11(2)8-4-5-12(11,3)9(6-8)7-10(13)14/h8-9H,4-7H2,1-3H3,(H,13,14)
• InChI Key: CRCRWSPYNRCZFN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29 g/mol
• Exact Mass: 196.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• bornyl acetic acid
• SCHEMBL825391
• (1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl)acetic acid
• DTXSID90605487

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8304	83.04%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5414	54.14%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8827	88.27%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	+	0.5057	50.57%
CYP2C9 substrate	+	0.6339	63.39%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.9545	95.45%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9459	94.59%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.9084	90.84%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9255	92.55%
Eye irritation	+	0.8386	83.86%
Skin irritation	+	0.6882	68.82%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8187	81.87%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5355	53.55%
skin sensitisation	+	0.7503	75.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6614	66.14%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6963	69.63%
Acute Oral Toxicity (c)	III	0.7309	73.09%
Estrogen receptor binding	-	0.5351	53.51%
Androgen receptor binding	-	0.7140	71.40%
Thyroid receptor binding	-	0.7842	78.42%
Glucocorticoid receptor binding	-	0.6998	69.98%
Aromatase binding	-	0.8165	81.65%
PPAR gamma	-	0.7319	73.19%
Honey bee toxicity	-	0.9492	94.92%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9752	97.52%

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	97.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.05%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.89%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.68%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%

Plants that contains it

• Artemisia salsoloides
• Clinopodium nepeta subsp. spruneri
• Elsholtzia blanda
• Mentha spicata
• Micromeria croatica
• Ocimum kilimandscharicum
• Origanum vulgare
• Plectranthus glabratus
• Rosmarinus officinalis
• Satureja cuneifolia
• Satureja subspicata subsp. liburnica
• Tanacetum parthenium
• Thymus × citriodorus
• Thymus funkii
• Thymus longicaulis
• Thymus riatarum
• Thymus saturejoides
• Vitex agnus-castus

Cross-Links

• PubChem: 20327362
• LOTUS: LTS0030303
• wikiData: Q82503766