(1aS,2S,2aR,6aS,7S,7aR)-7-(hydroxymethyl)-3,3,6a,7a-tetramethyl-2,2a,4,5,6,7-hexahydro-1aH-naphtho[2,3-b]oxiren-2-ol

Details

• Internal ID: d2c2cd88-d5e8-4124-a478-8582fa606fcb
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1aS,2S,2aR,6aS,7S,7aR)-7-(hydroxymethyl)-3,3,6a,7a-tetramethyl-2,2a,4,5,6,7-hexahydro-1aH-naphtho[2,3-b]oxiren-2-ol
• SMILES (Canonical): CC1(CCCC2(C1C(C3C(C2CO)(O3)C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@H]1[C@@H]([C@H]3[C@@]([C@@H]2CO)(O3)C)O)(C)C
• InChI: InChI=1S/C15H26O3/c1-13(2)6-5-7-14(3)9(8-16)15(4)12(18-15)10(17)11(13)14/h9-12,16-17H,5-8H2,1-4H3/t9-,10+,11-,12+,14-,15-/m1/s1
• InChI Key: CQPOKEOPVJGEOP-RIMRTXSHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.6328	63.28%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5342	53.42%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7817	78.17%
BSEP inhibitior	-	0.8957	89.57%
P-glycoprotein inhibitior	-	0.9121	91.21%
P-glycoprotein substrate	-	0.9071	90.71%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.7221	72.21%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.5988	59.88%
CYP2C19 inhibition	-	0.7068	70.68%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.6685	66.85%
CYP2C8 inhibition	-	0.8715	87.15%
CYP inhibitory promiscuity	-	0.8428	84.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.6987	69.87%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6818	68.18%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6872	68.72%
skin sensitisation	-	0.7514	75.14%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5068	50.68%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5406	54.06%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	-	0.5142	51.42%
Aromatase binding	-	0.6536	65.36%
PPAR gamma	-	0.6677	66.77%
Honey bee toxicity	-	0.8786	87.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9191	91.91%

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	95.38%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.62%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.71%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.61%	83.82%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.42%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.34%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124407661
• LOTUS: LTS0179433
• wikiData: Q104968176