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

Details

• Internal ID: b0f40b1a-ed84-4718-b34e-ff636e36e9e7
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 1-[(1aR,4R,4aR,5S,6R,8R,8aR)-6,8-dihydroxy-4,4a-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[4a,5-b]oxiren-5-yl]ethanone
• SMILES (Canonical): CC1CCC2C3(C1(C(C(CC3O)O)C(=O)C)C)O2
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@]3([C@]1([C@@H]([C@@H](C[C@H]3O)O)C(=O)C)C)O2
• InChI: InChI=1S/C14H22O4/c1-7-4-5-11-14(18-11)10(17)6-9(16)12(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: AZWSUFHDMAGIEU-CCZCJWCHSA-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	+	0.9316	93.16%
Caco-2	+	0.5875	58.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4507	45.07%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9246	92.46%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.8296	82.96%
CYP3A4 substrate	+	0.5966	59.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7611	76.11%
CYP3A4 inhibition	-	0.5619	56.19%
CYP2C9 inhibition	-	0.8244	82.44%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.5434	54.34%
CYP2C8 inhibition	-	0.8979	89.79%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8936	89.36%
Skin irritation	-	0.5117	51.17%
Skin corrosion	-	0.8680	86.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6961	69.61%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5698	56.98%
skin sensitisation	-	0.7883	78.83%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.7008	70.08%
Androgen receptor binding	-	0.5478	54.78%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	-	0.5183	51.83%
Aromatase binding	-	0.7681	76.81%
PPAR gamma	-	0.6578	65.78%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7473	74.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.44%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.41%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.20%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.71%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881524
• LOTUS: LTS0119125
• wikiData: Q104921977