[(1S,4R,6R,9R,10S)-6,10-dimethyl-2-methylidene-5-oxatricyclo[7.2.0.04,6]undecan-10-yl]methanol

Details

• Internal ID: 1fee0623-2021-4b6b-806f-fa675f4a781e
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: [(1S,4R,6R,9R,10S)-6,10-dimethyl-2-methylidene-5-oxatricyclo[7.2.0.04,6]undecan-10-yl]methanol
• SMILES (Canonical): CC12CCC3C(CC3(C)CO)C(=C)CC1O2
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@H](C[C@]3(C)CO)C(=C)C[C@H]1O2
• InChI: InChI=1S/C14H22O2/c1-9-6-12-14(3,16-12)5-4-11-10(9)7-13(11,2)8-15/h10-12,15H,1,4-8H2,2-3H3/t10-,11-,12-,13-,14-/m1/s1
• InChI Key: QQWGIEIZUTVCBB-DHGKCCLASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.52
• 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	+	0.9851	98.51%
Caco-2	+	0.7156	71.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5281	52.81%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9037	90.37%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.8521	85.21%
CYP3A4 substrate	+	0.6131	61.31%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7556	75.56%
CYP3A4 inhibition	+	0.5053	50.53%
CYP2C9 inhibition	+	0.5162	51.62%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	+	0.5276	52.76%
CYP2C8 inhibition	-	0.6867	68.67%
CYP inhibitory promiscuity	-	0.8295	82.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9357	93.57%
Eye irritation	-	0.7784	77.84%
Skin irritation	-	0.6845	68.45%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7140	71.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5445	54.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	-	0.5511	55.11%
Androgen receptor binding	+	0.5225	52.25%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	+	0.6718	67.18%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	-	0.6445	64.45%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8477	84.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.56%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.35%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	88.51%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.98%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.75%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	85.26%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.08%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.19%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	81.89%	95.38%
CHEMBL1977	P11473	Vitamin D receptor	81.09%	99.43%

Plants that contains it

• Pterocaulon serrulatum

Cross-Links

• PubChem: 163105717
• LOTUS: LTS0034364
• wikiData: Q105226098