(2S)-5,7-dihydroxy-2-[(3R)-3-hydroxy-8-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]-2,3-dihydrochromen-4-one

Details

• Internal ID: ceeac73e-9f1d-4ce0-b625-9e9e4dce426e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans > 3-prenylated flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-2-[(3R)-3-hydroxy-8-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O7/c1-21(2)18(25)6-11-4-10(5-17(26-3)20(11)28-21)15-9-14(24)19-13(23)7-12(22)8-16(19)27-15/h4-5,7-8,15,18,22-23,25H,6,9H2,1-3H3/t15-,18+/m0/s1
• InChI Key: HTNJCCKJJVLCTO-MAUKXSAKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.13655304 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9586	95.86%
Caco-2	+	0.5330	53.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5941	59.41%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5557	55.57%
P-glycoprotein inhibitior	-	0.6099	60.99%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7610	76.10%
CYP3A4 inhibition	+	0.5260	52.60%
CYP2C9 inhibition	-	0.8261	82.61%
CYP2C19 inhibition	-	0.6267	62.67%
CYP2D6 inhibition	-	0.5990	59.90%
CYP1A2 inhibition	-	0.6036	60.36%
CYP2C8 inhibition	+	0.5163	51.63%
CYP inhibitory promiscuity	-	0.6749	67.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8279	82.79%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8897	88.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6586	65.86%
Acute Oral Toxicity (c)	III	0.6744	67.44%
Estrogen receptor binding	+	0.8902	89.02%
Androgen receptor binding	+	0.5769	57.69%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.8240	82.40%
Aromatase binding	-	0.5583	55.83%
PPAR gamma	+	0.8437	84.37%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8499	84.99%

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	99.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.68%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.25%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.71%	89.00%
CHEMBL4208	P20618	Proteasome component C5	90.90%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.45%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.36%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.91%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.58%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.45%	96.38%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.95%	82.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.71%	97.14%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.41%	96.12%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.33%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.81%	93.99%
CHEMBL2535	P11166	Glucose transporter	81.47%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.42%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.58%	91.07%
CHEMBL236	P41143	Delta opioid receptor	80.26%	99.35%

Plants that contains it

• Erythrina abyssinica

Cross-Links

• PubChem: 162849279
• LOTUS: LTS0220434
• wikiData: Q105033523