(8S)-8-(2,4-dihydroxyphenyl)-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	3a9be734-371f-4959-8fdb-75a9b46bb0bf
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
IUPAC Name	(8S)-8-(2,4-dihydroxyphenyl)-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical)	CC(=CCCC1(C=CC2=C(C3=C(C=C2O1)OC(CC3=O)C4=C(C=C(C=C4)O)O)O)C)C
SMILES (Isomeric)	CC(=CCCC1(C=CC2=C(C3=C(C=C2O1)O[C@@H](CC3=O)C4=C(C=C(C=C4)O)O)O)C)C
InChI	InChI=1S/C25H26O6/c1-14(2)5-4-9-25(3)10-8-17-21(31-25)13-22-23(24(17)29)19(28)12-20(30-22)16-7-6-15(26)11-18(16)27/h5-8,10-11,13,20,26-27,29H,4,9,12H2,1-3H3/t20-,25?/m0/s1
InChI Key	FBVQKNJIYRJQBU-JINQPTGOSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₂₆O₆
Molecular Weight	422.50 g/mol
Exact Mass	422.17293854 g/mol
Topological Polar Surface Area (TPSA)	96.20 Å²
XlogP	5.30
Atomic LogP (AlogP)	5.42
H-Bond Acceptor	6
H-Bond Donor	3
Rotatable Bonds	4

Synonyms

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AKOS032962553

FS-8621

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.6415	64.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8097	80.97%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9363	93.63%
P-glycoprotein inhibitior	+	0.6916	69.16%
P-glycoprotein substrate	+	0.6553	65.53%
CYP3A4 substrate	+	0.6834	68.34%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.5654	56.54%
CYP2C9 inhibition	+	0.5730	57.30%
CYP2C19 inhibition	-	0.5170	51.70%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.5649	56.49%
CYP2C8 inhibition	+	0.5889	58.89%
CYP inhibitory promiscuity	+	0.7748	77.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.6798	67.98%
Skin irritation	-	0.7040	70.40%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6539	65.39%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	-	0.7760	77.60%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7413	74.13%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.9044	90.44%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.7283	72.83%
Glucocorticoid receptor binding	+	0.8565	85.65%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.36%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.06%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.36%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.26%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.23%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	90.07%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	89.12%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL236	P41143	Delta opioid receptor	86.85%	99.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.60%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.38%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	85.34%	94.75%
CHEMBL1914	P06276	Butyrylcholinesterase	84.89%	95.00%
CHEMBL4208	P20618	Proteasome component C5	83.89%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.12%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.08%	97.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.01%	83.10%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.33%	96.37%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.83%	94.80%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.25%	93.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.07%	93.99%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.82%	97.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.13%	85.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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