(1S,2S,6S,9R)-6,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-2-carboxylic acid

Details

• Internal ID: c84fa475-724a-4dfb-a24f-33699fbbce24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (1S,2S,6S,9R)-6,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(CCCC(C3(C2)O1)C(=O)O)C)C
• SMILES (Isomeric): C[C@@]12CCC[C@@H]([C@@]13C[C@@H](CC2)C(O3)(C)C)C(=O)O
• InChI: InChI=1S/C15H24O3/c1-13(2)10-6-8-14(3)7-4-5-11(12(16)17)15(14,9-10)18-13/h10-11H,4-9H2,1-3H3,(H,16,17)/t10-,11-,14+,15+/m1/s1
• InChI Key: FBCQEKXQPBVBAL-FIXIBIHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 2
• 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	+	0.9904	99.04%
Caco-2	+	0.8383	83.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5851	58.51%
OATP2B1 inhibitior	-	0.8420	84.20%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9058	90.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8807	88.07%
P-glycoprotein inhibitior	-	0.9035	90.35%
P-glycoprotein substrate	-	0.9269	92.69%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.5624	56.24%
CYP2C19 inhibition	-	0.5747	57.47%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.7658	76.58%
CYP2C8 inhibition	-	0.8205	82.05%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6220	62.20%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.5511	55.11%
Skin irritation	-	0.7059	70.59%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7425	74.25%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.7263	72.63%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7600	76.00%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	+	0.7307	73.07%
Androgen receptor binding	+	0.5300	53.00%
Thyroid receptor binding	-	0.6144	61.44%
Glucocorticoid receptor binding	+	0.5517	55.17%
Aromatase binding	-	0.5630	56.30%
PPAR gamma	-	0.6980	69.80%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9718	97.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.90%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.77%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.39%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.92%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.80%	91.11%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 11118558
• NPASS: NPC2