(+)-Viniferol E

Details

• Internal ID: 772bc9bf-def3-4f25-9449-73da5fd61788
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[(2S,3S)-4-[(2S,3S,4S,5R)-4-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C(O2)C3=CC=C(C=C3)O)C4=C5C(C(OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=C9C(C(OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@H]2[C@@H]([C@H]([C@H](O2)C3=CC=C(C=C3)O)C4=C5[C@@H]([C@H](OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=C9[C@@H]([C@H](OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
• InChI: InChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)51-52(56(30-7-15-36(60)16-8-30)69-55(51)29-5-13-35(59)14-6-29)44-24-42(66)26-46-50(44)48(32-19-39(63)22-40(64)20-32)54(68-46)28-3-11-34(58)12-4-28/h1-26,47-48,51-66H/t47-,48-,51+,52+,53+,54+,55-,56+/m0/s1
• InChI Key: DPXIUIZIRAPRIE-GZMZIIIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₄O₁₃
• Molecular Weight: 924.90 g/mol
• Exact Mass: 924.27819145 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 10.65
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.7053	70.53%
OATP1B1 inhibitior	+	0.7271	72.71%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8977	89.77%
P-glycoprotein inhibitior	+	0.7265	72.65%
P-glycoprotein substrate	-	0.9177	91.77%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.4564	45.64%
CYP3A4 inhibition	+	0.5462	54.62%
CYP2C9 inhibition	+	0.9248	92.48%
CYP2C19 inhibition	+	0.8391	83.91%
CYP2D6 inhibition	-	0.8110	81.10%
CYP1A2 inhibition	+	0.9059	90.59%
CYP2C8 inhibition	+	0.5978	59.78%
CYP inhibitory promiscuity	+	0.9234	92.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4300	43.00%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8362	83.62%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8937	89.37%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6007	60.07%
skin sensitisation	-	0.7878	78.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.7802	78.02%
Androgen receptor binding	+	0.7851	78.51%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	-	0.4900	49.00%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.31%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.07%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.74%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.16%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	82.38%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.53%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	81.05%	95.93%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dipterocarpus grandiflorus
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 101725651
• NPASS: NPC179702
• LOTUS: LTS0240302
• wikiData: Q104986778