1-[(1aR,2S,4R,4aR,5S,6S,8aS)-2,6-dihydroxy-4,4a-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[4a,5-b]oxiren-5-yl]ethanone

Details

• Internal ID: 0f5163ba-2cff-468c-a71b-6e3352e38e40
• IUPAC Name: 1-[(1aR,2S,4R,4aR,5S,6S,8aS)-2,6-dihydroxy-4,4a-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[4a,5-b]oxiren-5-yl]ethanone
• SMILES (Canonical): CC1CC(C2C3(C1(C(C(CC3)O)C(=O)C)C)O2)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@]3([C@]1([C@@H]([C@H](CC3)O)C(=O)C)C)O2)O
• InChI: InChI=1S/C14H22O4/c1-7-6-10(17)12-14(18-12)5-4-9(16)11(8(2)15)13(7,14)3/h7,9-12,16-17H,4-6H2,1-3H3/t7-,9+,10+,11-,12-,13-,14-/m1/s1
• InChI Key: QBZBEMFNBTTWIR-DTBZEZDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.15180918 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 4
• 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	+	0.9728	97.28%
Caco-2	+	0.6398	63.98%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5497	54.97%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.9027	90.27%
P-glycoprotein inhibitior	-	0.8912	89.12%
P-glycoprotein substrate	-	0.8112	81.12%
CYP3A4 substrate	+	0.6181	61.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7611	76.11%
CYP3A4 inhibition	-	0.6140	61.40%
CYP2C9 inhibition	-	0.8169	81.69%
CYP2C19 inhibition	-	0.8141	81.41%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	+	0.5138	51.38%
CYP2C8 inhibition	-	0.8786	87.86%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.8776	87.76%
Ames mutagenesis	-	0.7023	70.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6458	64.58%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	-	0.7934	79.34%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5661	56.61%
Acute Oral Toxicity (c)	III	0.5058	50.58%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	+	0.5458	54.58%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6377	63.77%
Aromatase binding	-	0.6880	68.80%
PPAR gamma	-	0.6677	66.77%
Honey bee toxicity	-	0.7670	76.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8141	81.41%

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	92.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.89%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.39%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.66%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.30%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.13%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.27%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.43%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162913787
• LOTUS: LTS0052531
• wikiData: Q105218100