(7S)-4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-2-(2-hydroxy-6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one

Details

• Internal ID: c8096c37-01be-4250-a65d-ba91d01ebd0c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (7S)-4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-2-(2-hydroxy-6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one
• SMILES (Canonical): CC(=CCCC(C)(C1CC2=C(C3=C(C=C2O1)OC(CC3=O)C4=CC(=C(C=C4)O)OC)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CC2=C(C3=C(C=C2O1)O[C@@H](CC3=O)C4=CC(=C(C=C4)O)OC)O)O)C
• InChI: InChI=1S/C26H30O7/c1-14(2)6-5-9-26(3,30)23-11-16-20(33-23)13-22-24(25(16)29)18(28)12-19(32-22)15-7-8-17(27)21(10-15)31-4/h6-8,10,13,19,23,27,29-30H,5,9,11-12H2,1-4H3/t19-,23?,26?/m0/s1
• InChI Key: OYOSUYSYAMBCFW-YQFJPLGNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₇
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.19915329 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.6559	65.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8119	81.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.8658	86.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9314	93.14%
BSEP inhibitior	+	0.8454	84.54%
P-glycoprotein inhibitior	+	0.7371	73.71%
P-glycoprotein substrate	-	0.5971	59.71%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8109	81.09%
CYP3A4 inhibition	-	0.5236	52.36%
CYP2C9 inhibition	-	0.6172	61.72%
CYP2C19 inhibition	-	0.6219	62.19%
CYP2D6 inhibition	-	0.8706	87.06%
CYP1A2 inhibition	-	0.5490	54.90%
CYP2C8 inhibition	+	0.5348	53.48%
CYP inhibitory promiscuity	-	0.5513	55.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8827	88.27%
Skin irritation	-	0.7139	71.39%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6371	63.71%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6269	62.69%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	I	0.5096	50.96%
Estrogen receptor binding	+	0.8667	86.67%
Androgen receptor binding	+	0.5573	55.73%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.8198	81.98%
Aromatase binding	+	0.6090	60.90%
PPAR gamma	+	0.8422	84.22%
Honey bee toxicity	-	0.7483	74.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	99.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.74%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.56%	92.68%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.50%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.40%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.62%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.27%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.22%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.11%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%

Plants that contains it

• Paulownia tomentosa

Cross-Links

• PubChem: 122178778
• LOTUS: LTS0082026
• wikiData: Q105203467