(7R,8R)-7-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: 64c6f4da-7a27-4343-a70f-fb22cafaf6f4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (7R,8R)-7-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C25H26O5/c1-14(2)5-10-18-22-16(11-12-25(3,4)30-22)13-19-20(27)21(28)23(29-24(18)19)15-6-8-17(26)9-7-15/h5-9,11-13,21,23,26,28H,10H2,1-4H3/t21-,23+/m0/s1
• InChI Key: PRCPRFXJHDEGFM-JTHBVZDNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 5
• 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	+	0.9919	99.19%
Caco-2	+	0.5905	59.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7040	70.40%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7285	72.85%
P-glycoprotein substrate	-	0.5779	57.79%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7414	74.14%
CYP3A4 inhibition	-	0.8295	82.95%
CYP2C9 inhibition	+	0.9021	90.21%
CYP2C19 inhibition	+	0.9059	90.59%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	+	0.6152	61.52%
CYP inhibitory promiscuity	+	0.8470	84.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7418	74.18%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.7200	72.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6431	64.31%
Acute Oral Toxicity (c)	III	0.7316	73.16%
Estrogen receptor binding	+	0.8586	85.86%
Androgen receptor binding	+	0.7574	75.74%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	+	0.8000	80.00%
Honey bee toxicity	-	0.8159	81.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	98.74%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.61%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.51%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.31%	93.10%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.28%	97.28%

Plants that contains it

• Derris taiwaniana

Cross-Links

• PubChem: 162821291
• LOTUS: LTS0259661
• wikiData: Q105213615