[(1S,2R,6S,9R)-6,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-2-yl]methanol

Details

• Internal ID: afa24bbf-b4b6-4440-b82a-c9e55d5dfab2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,6S,9R)-6,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-2-yl]methanol
• SMILES (Canonical): CC1(C2CCC3(CCCC(C3(C2)O1)CO)C)C
• SMILES (Isomeric): C[C@@]12CCC[C@@H]([C@@]13C[C@@H](CC2)C(O3)(C)C)CO
• InChI: InChI=1S/C15H26O2/c1-13(2)11-6-8-14(3)7-4-5-12(10-16)15(14,9-11)17-13/h11-12,16H,4-10H2,1-3H3/t11-,12-,14+,15+/m1/s1
• InChI Key: YBLZTLDYFAHJHH-UXOAXIEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.13
• 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	+	0.9913	99.13%
Caco-2	+	0.8327	83.27%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4308	43.08%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5817	58.17%
BSEP inhibitior	-	0.8756	87.56%
P-glycoprotein inhibitior	-	0.9203	92.03%
P-glycoprotein substrate	-	0.9036	90.36%
CYP3A4 substrate	+	0.5378	53.78%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7280	72.80%
CYP3A4 inhibition	-	0.9291	92.91%
CYP2C9 inhibition	-	0.5085	50.85%
CYP2C19 inhibition	-	0.5554	55.54%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7736	77.36%
CYP2C8 inhibition	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.7822	78.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.7972	79.72%
Skin irritation	-	0.8551	85.51%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6004	60.04%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5445	54.45%
skin sensitisation	-	0.6884	68.84%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7379	73.79%
Acute Oral Toxicity (c)	III	0.7048	70.48%
Estrogen receptor binding	+	0.5828	58.28%
Androgen receptor binding	-	0.5456	54.56%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	-	0.5760	57.60%
Aromatase binding	-	0.5446	54.46%
PPAR gamma	-	0.8049	80.49%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8120	81.20%

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	95.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.07%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.87%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	83.97%	95.38%
CHEMBL2996	Q05655	Protein kinase C delta	83.64%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.30%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	81.06%	97.64%
CHEMBL237	P41145	Kappa opioid receptor	80.08%	98.10%

Plants that contains it

• Aquilaria sinensis
• Smilax glabra

Cross-Links

• PubChem: 10955627
• NPASS: NPC11520