(2R)-2,5,5,8abeta-Tetramethyl-2alpha,4aalpha-epoxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran

Details

• Internal ID: b80bc39b-7a1a-4502-9a3c-1529c29a0673
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (1R,6S,8R)-2,2,6,8-tetramethyl-7,11-dioxatricyclo[6.2.1.01,6]undec-4-ene
• SMILES (Canonical): CC1(CC=CC2(C13CCC(O2)(O3)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@]3(O1)[C@@](O2)(C=CCC3(C)C)C
• InChI: InChI=1S/C13H20O2/c1-10(2)6-5-7-11(3)13(10)9-8-12(4,14-11)15-13/h5,7H,6,8-9H2,1-4H3/t11-,12+,13+/m0/s1
• InChI Key: QXHORPLJTIHQGR-YNEHKIRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.30 g/mol
• Exact Mass: 208.146329876 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.9049	90.49%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Plasma membrane	0.4964	49.64%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9613	96.13%
P-glycoprotein inhibitior	-	0.9735	97.35%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.5187	51.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7786	77.86%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	+	0.5292	52.92%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.7379	73.79%
CYP2C8 inhibition	-	0.9203	92.03%
CYP inhibitory promiscuity	-	0.8536	85.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9654	96.54%
Eye irritation	+	0.8913	89.13%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6693	66.93%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6390	63.90%
skin sensitisation	-	0.5466	54.66%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5542	55.42%
Acute Oral Toxicity (c)	III	0.7564	75.64%
Estrogen receptor binding	-	0.7809	78.09%
Androgen receptor binding	-	0.5338	53.38%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	-	0.7849	78.49%
Aromatase binding	-	0.7065	70.65%
PPAR gamma	-	0.7684	76.84%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9291	92.91%

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	89.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.04%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.37%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.93%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	80.52%	83.82%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.50%	86.00%

Plants that contains it

• Cydonia oblonga
• Garcinia cowa
• Rumex dentatus

Cross-Links

• PubChem: 21636591
• NPASS: NPC162579
• LOTUS: LTS0132244
• wikiData: Q105229616