Procyanidin B7

Details

• Internal ID: dbe63aa4-e6a2-4d50-8325-8fb3d3721bc2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=C1C(=C(C(=C2)O)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O
• InChI: InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26+,28+,29+,30+/m0/s1
• InChI Key: GMISZFQPFDAPGI-PWFSPABBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

• DTXSID201317426

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8698	86.98%
Caco-2	-	0.9156	91.56%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4793	47.93%
OATP2B1 inhibitior	-	0.5597	55.97%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8234	82.34%
P-glycoprotein inhibitior	+	0.6662	66.62%
P-glycoprotein substrate	-	0.8403	84.03%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.6862	68.62%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8369	83.69%
Skin irritation	-	0.6044	60.44%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8518	85.18%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7396	73.96%
Acute Oral Toxicity (c)	IV	0.5696	56.96%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.5991	59.91%
Aromatase binding	-	0.5573	55.73%
PPAR gamma	+	0.7218	72.18%
Honey bee toxicity	-	0.8002	80.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.6855	68.55%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.31%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.66%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.70%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.22%	83.82%
CHEMBL2535	P11166	Glucose transporter	83.12%	98.75%
CHEMBL3194	P02766	Transthyretin	82.79%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.26%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.97%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aizoon africanum
• Alangium premnifolium
• Aldama incana
• Angelica tarokoensis
• Annona cornifolia
• Areca catechu
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Bombax ceiba
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Cistus × incanus
• Diospyros ferrea
• Dumortiera hirsuta
• Echeveria secunda
• Epimedium davidii
• Erysimum odoratum
• Eucalyptus melliodora
• Frullania tamarisci
• Globba variabilis
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Heterotheca inuloides
• Hypericum laricifolium
• Ilex amara
• Ipomoea digitata
• Isodon japonicus
• Knightia excelsa
• Lasiosiphon lampranthus
• Leonurus glaucescens
• Lepidium draba
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Micromeria pineolens
• Naucleopsis ternstroemiiflora
• Nelumbo nucifera
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Quercus miyagii
• Quercus petraea subsp. petraea
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex acetosa
• Rumex maritimus
• Salacia madagascariensis
• Salix sieboldiana
• Salvia syriaca
• Saussurea lyrata
• Scutellaria amoena
• Solanum acaule
• Solanum laxum
• Swertia delavayi
• Swertia franchetiana
• Vaccinium oxycoccos
• Vaccinium vitis-idaea
• Vepris hiernii
• Vismia jefensis
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 13990893
• NPASS: NPC34763
• LOTUS: LTS0105674
• wikiData: Q105011905