(4R)-7-hydroxy-4,8-dimethoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one

Details

• Internal ID: 2982c1be-c1be-4123-b985-f228464a6c7e
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: (4R)-7-hydroxy-4,8-dimethoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one
• InChI: InChI=1S/C20H16O5/c1-23-18-15(21)10-14-16-13(19(22)25-20(14)24-2)9-8-12(17(16)18)11-6-4-3-5-7-11/h3-10,20-21H,1-2H3/t20-/m1/s1
• InChI Key: RQXNUCSNDSIBJH-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.8277	82.77%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6474	64.74%
P-glycoprotein inhibitior	+	0.6074	60.74%
P-glycoprotein substrate	-	0.8645	86.45%
CYP3A4 substrate	+	0.5392	53.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	-	0.6847	68.47%
CYP2C9 inhibition	-	0.6315	63.15%
CYP2C19 inhibition	-	0.5811	58.11%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	+	0.5316	53.16%
CYP2C8 inhibition	+	0.5767	57.67%
CYP inhibitory promiscuity	-	0.5084	50.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5671	56.71%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.5963	59.63%
Skin irritation	-	0.6468	64.68%
Skin corrosion	-	0.9811	98.11%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6784	67.84%
Micronuclear	+	0.9059	90.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9516	95.16%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5590	55.90%
Acute Oral Toxicity (c)	II	0.5637	56.37%
Estrogen receptor binding	+	0.8576	85.76%
Androgen receptor binding	+	0.7928	79.28%
Thyroid receptor binding	+	0.5683	56.83%
Glucocorticoid receptor binding	+	0.7957	79.57%
Aromatase binding	+	0.5681	56.81%
PPAR gamma	+	0.8076	80.76%
Honey bee toxicity	-	0.8310	83.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9330	93.30%

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	99.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.07%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.35%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.54%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.39%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.29%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.28%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%

Plants that contains it

• Wachendorfia thyrsiflora

Cross-Links

• PubChem: 638191
• LOTUS: LTS0057354
• wikiData: Q105243822