(1R,5R,8S,11R)-3,3,7,11-tetramethyl-12-oxatricyclo[6.3.1.01,5]dodec-6-ene-5,8-diol

Details

• Internal ID: b3ad4f5b-7cee-4243-b879-fc9daf5a22c8
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (1R,5R,8S,11R)-3,3,7,11-tetramethyl-12-oxatricyclo[6.3.1.01,5]dodec-6-ene-5,8-diol
• SMILES (Canonical): CC1CCC2(C(=CC3(C1(O2)CC(C3)(C)C)O)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@]2(C(=C[C@]3([C@@]1(O2)CC(C3)(C)C)O)C)O
• InChI: InChI=1S/C15H24O3/c1-10-5-6-15(17)11(2)7-13(16)8-12(3,4)9-14(10,13)18-15/h7,10,16-17H,5-6,8-9H2,1-4H3/t10-,13+,14-,15+/m1/s1
• InChI Key: YCTDLGNLUVIXEV-KAOXEZKKSA-N
• Popularity: 1 reference 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): 49.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8585	85.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9348	93.48%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8168	81.68%
P-glycoprotein inhibitior	-	0.9565	95.65%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	+	0.5280	52.80%
CYP2C9 substrate	+	0.5892	58.92%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	-	0.8403	84.03%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.8185	81.85%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8130	81.30%
CYP2C8 inhibition	-	0.8251	82.51%
CYP inhibitory promiscuity	-	0.8734	87.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.5201	52.01%
Skin irritation	+	0.5514	55.14%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4910	49.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.6536	65.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4673	46.73%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	-	0.6416	64.16%
Androgen receptor binding	+	0.5665	56.65%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	-	0.5717	57.17%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	-	0.7580	75.80%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9685	96.85%

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	91.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.94%	86.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.59%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73352239
• LOTUS: LTS0209089
• wikiData: Q105346469