(2S,3S,4S)-8-dehydroxy-8-methoxyldihydronaphthalenone

Details

• Internal ID: ef7c1b19-c300-4b4e-a294-a3cb02782afa
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1S,9S,12S)-3-hydroxy-4,6-dimethoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-8-one
• InChI: InChI=1S/C16H18O6/c1-7(17)4-8-9-6-22-16(8)13-12(14(9)18)10(20-2)5-11(21-3)15(13)19/h5,8-9,16,19H,4,6H2,1-3H3/t8-,9+,16-/m0/s1
• InChI Key: HKPOBZPVIIOMLU-DRTKUVKGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6450	64.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7481	74.81%
P-glycoprotein inhibitior	-	0.7329	73.29%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.7774	77.74%
CYP3A4 inhibition	-	0.5897	58.97%
CYP2C9 inhibition	+	0.5994	59.94%
CYP2C19 inhibition	+	0.6062	60.62%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.6699	66.99%
CYP2C8 inhibition	+	0.4546	45.46%
CYP inhibitory promiscuity	-	0.6419	64.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.5862	58.62%
Skin irritation	-	0.8625	86.25%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7715	77.15%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.5891	58.91%
skin sensitisation	-	0.7196	71.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8775	87.75%
Acute Oral Toxicity (c)	III	0.4089	40.89%
Estrogen receptor binding	+	0.7190	71.90%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.5204	52.04%
Glucocorticoid receptor binding	+	0.7182	71.82%
Aromatase binding	-	0.8986	89.86%
PPAR gamma	+	0.5972	59.72%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.9784	97.84%

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	97.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.57%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.47%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.92%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.82%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.76%	92.94%
CHEMBL2535	P11166	Glucose transporter	83.22%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.22%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684413
• LOTUS: LTS0143382
• wikiData: Q105029852