(1aS,6R,7R,7aR,7bR)-6-hydroxy-1a-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one

Details

• Internal ID: fb161316-e95f-4f46-b8eb-8d5da88d804b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,6R,7R,7aR,7bR)-6-hydroxy-1a-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
• InChI: InChI=1S/C15H20O5/c1-8-10(17)4-3-9-5-11(18)15(14(6-16)7-19-14)12(20-15)13(8,9)2/h5,8,10,12,16-17H,3-4,6-7H2,1-2H3/t8-,10+,12+,13+,14-,15-/m0/s1
• InChI Key: DDKJQSAECJSUNP-YFBXYODDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	+	0.6286	62.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7812	78.12%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6647	66.47%
BSEP inhibitior	-	0.7449	74.49%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.6606	66.06%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.8414	84.14%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.8446	84.46%
CYP inhibitory promiscuity	-	0.8971	89.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5000	50.00%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.6463	64.63%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7399	73.99%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7489	74.89%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	+	0.8509	85.09%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	+	0.7174	71.74%
Glucocorticoid receptor binding	+	0.7773	77.73%
Aromatase binding	+	0.5721	57.21%
PPAR gamma	+	0.5360	53.60%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8174	81.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.01%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.48%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162865831
• LOTUS: LTS0203805
• wikiData: Q104976461