(1R,9R,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-8-one

Details

• Internal ID: a6b41437-efd2-4f70-aea6-982bf6e91fe0
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1R,9R,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-8-one
• InChI: InChI=1S/C15H16O6/c1-6(16)3-7-8-5-21-15(7)12-11(13(8)18)9(17)4-10(20-2)14(12)19/h4,7-8,15,17,19H,3,5H2,1-2H3/t7-,8-,15+/m0/s1
• InChI Key: APUXGZHCMAROOY-VJGMYXETSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.5849	58.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8279	82.79%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8681	86.81%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.6318	63.18%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.6390	63.90%
CYP2C9 inhibition	+	0.6583	65.83%
CYP2C19 inhibition	+	0.6788	67.88%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	+	0.6591	65.91%
CYP2C8 inhibition	-	0.6147	61.47%
CYP inhibitory promiscuity	-	0.5297	52.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6199	61.99%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.5299	52.99%
Skin irritation	-	0.8497	84.97%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7779	77.79%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5395	53.95%
skin sensitisation	-	0.7177	71.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8658	86.58%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.6360	63.60%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	-	0.6957	69.57%
Glucocorticoid receptor binding	+	0.6962	69.62%
Aromatase binding	-	0.9239	92.39%
PPAR gamma	+	0.5353	53.53%
Honey bee toxicity	-	0.8821	88.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7249	72.49%
Fish aquatic toxicity	+	0.9799	97.99%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.95%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.91%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.93%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.77%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.07%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.90%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.81%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54758459
• LOTUS: LTS0026018
• wikiData: Q104916560