Viniferal

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	cf9bfaf8-5ed1-4416-aff7-21682aa338dc
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	(2R,3R)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-carbaldehyde
SMILES (Canonical)	C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C4C(OC5=C4C=C(C=C5)C=O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1[C@@H]2[C@H](C3=C(C=C(C=C3O2)O)[C@H]4[C@@H](OC5=C4C=C(C=C5)C=O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)O
InChI	InChI=1S/C35H26O8/c36-17-18-1-10-29-27(11-18)32(35(42-29)20-4-8-23(38)9-5-20)28-15-26(41)16-30-33(28)31(21-12-24(39)14-25(40)13-21)34(43-30)19-2-6-22(37)7-3-19/h1-17,31-32,34-35,37-41H/t31-,32-,34+,35-/m0/s1
InChI Key	DHTHKPNODOWMKF-VPIGGYNKSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₅H₂₆O₈
Molecular Weight	574.60 g/mol
Exact Mass	574.16276778 g/mol
Topological Polar Surface Area (TPSA)	137.00 Å²
XlogP	5.60
Atomic LogP (AlogP)	6.56
H-Bond Acceptor	8
H-Bond Donor	5
Rotatable Bonds	5

Synonyms

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(-)-viniferal

DTXSID80727006

CHEBI:169301

180413-42-7

Q7932569

(2R,3R)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzouran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzouran-5-carbaldehyde

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	+	0.9875	98.75%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7569	75.69%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.7037	70.37%
OATP1B3 inhibitior	-	0.4075	40.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7509	75.09%
P-glycoprotein inhibitior	+	0.6571	65.71%
P-glycoprotein substrate	-	0.8935	89.35%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.6633	66.33%
CYP3A4 inhibition	+	0.7163	71.63%
CYP2C9 inhibition	+	0.9233	92.33%
CYP2C19 inhibition	+	0.8302	83.02%
CYP2D6 inhibition	-	0.8569	85.69%
CYP1A2 inhibition	+	0.9077	90.77%
CYP2C8 inhibition	+	0.6813	68.13%
CYP inhibitory promiscuity	+	0.8743	87.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.6269	62.69%
Skin irritation	+	0.5658	56.58%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7559	75.59%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.6472	64.72%
skin sensitisation	-	0.7929	79.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6375	63.75%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.8127	81.27%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	+	0.7426	74.26%
Honey bee toxicity	-	0.7609	76.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9632	96.32%

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	97.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.23%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL3194	P02766	Transthyretin	89.38%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	88.64%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.20%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.14%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.05%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.42%	85.00%

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.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata