1H,3H-Pyrano[3,4-c]pyran-1-one,5-ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3',5-trihydroxy[1,1'-biphenyl]-2-yl)carbonyl]-b-D-glucopyranosyl]oxy]-,(4aS,5R,6S)-

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	d831858e-b976-4f27-a284-9903cf7902bb
Taxonomy	Benzenoids > Benzene and substituted derivatives > Biphenols
IUPAC Name	[6-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 3,5-dihydroxy-4-(3-hydroxyphenyl)benzoate
SMILES (Canonical)	C=CC1C2CCOC(=O)C2=COC1OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)O)C5=CC(=CC=C5)O)O)O)O)O
SMILES (Isomeric)	C=CC1C2CCOC(=O)C2=COC1OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)O)C5=CC(=CC=C5)O)O)O)O)O
InChI	InChI=1S/C29H30O13/c1-2-16-17-6-7-38-27(37)18(17)11-39-28(16)40-12-21-23(33)24(34)25(35)29(41-21)42-26(36)14-9-19(31)22(20(32)10-14)13-4-3-5-15(30)8-13/h2-5,8-11,16-17,21,23-25,28-35H,1,6-7,12H2
InChI Key	FWSMZQZCMSGCCU-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₃₀O₁₃
Molecular Weight	586.50 g/mol
Exact Mass	586.16864101 g/mol
Topological Polar Surface Area (TPSA)	202.00 Å²
XlogP	1.30
Atomic LogP (AlogP)	1.06
H-Bond Acceptor	13
H-Bond Donor	6
Rotatable Bonds	7

Synonyms

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There are no found synonyms.

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	+	0.5569	55.69%
Caco-2	-	0.9051	90.51%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7666	76.66%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6576	65.76%
P-glycoprotein inhibitior	-	0.4553	45.53%
P-glycoprotein substrate	-	0.5424	54.24%
CYP3A4 substrate	+	0.6872	68.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.6026	60.26%
CYP2C19 inhibition	-	0.6673	66.73%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.7247	72.47%
CYP2C8 inhibition	+	0.8449	84.49%
CYP inhibitory promiscuity	-	0.7464	74.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7971	79.71%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4755	47.55%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8056	80.56%
Acute Oral Toxicity (c)	III	0.4476	44.76%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	+	0.6226	62.26%
PPAR gamma	+	0.7559	75.59%
Honey bee toxicity	-	0.7582	75.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	97.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.90%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	96.39%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.25%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.65%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	92.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.13%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.72%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.25%	85.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.78%	96.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.29%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.76%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.68%	97.33%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.74%	96.69%
CHEMBL3401	O75469	Pregnane X receptor	84.47%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.21%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Gentiana crassa subsp. rigescens