3T-O-alpha-L-Arabinopyranosylcinnamtannin B1

Details

• Internal ID: a0403d0a-901d-4ea5-8faa-d3f5cbb7bd6e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1S,5R,6R,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-21-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19-tetrol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC5=C4C6C(C(O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)OC9C(C(C(CO9)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC(=C2C3[C@H]([C@H](OC4=C3C(=CC5=C4[C@H]6[C@H]([C@](O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C50H44O22/c51-19-10-28(59)35-33(11-19)71-50(18-3-6-23(54)27(58)9-18)48(70-49-43(66)41(64)32(63)15-67-49)40(35)38-34(72-50)14-30(61)37-39(42(65)45(69-47(37)38)17-2-5-22(53)26(57)8-17)36-29(60)13-24(55)20-12-31(62)44(68-46(20)36)16-1-4-21(52)25(56)7-16/h1-11,13-14,31-32,39-45,48-49,51-66H,12,15H2/t31-,32+,39?,40+,41+,42-,43-,44-,45-,48-,49+,50+/m1/s1
• InChI Key: QWIMQWJUSBZQGZ-QDLKWKHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₄₄O₂₂
• Molecular Weight: 996.90 g/mol
• Exact Mass: 996.23242303 g/mol
• Topological Polar Surface Area (TPSA): 379.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 22
• H-Bond Donor: 16
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5481	54.81%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5664	56.64%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.8912	89.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8807	88.07%
P-glycoprotein inhibitior	+	0.7074	70.74%
P-glycoprotein substrate	+	0.5169	51.69%
CYP3A4 substrate	+	0.6974	69.74%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7604	76.04%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.7784	77.84%
CYP2D6 inhibition	-	0.8889	88.89%
CYP1A2 inhibition	-	0.9220	92.20%
CYP2C8 inhibition	+	0.8169	81.69%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5871	58.71%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8440	84.40%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4936	49.36%
Acute Oral Toxicity (c)	III	0.4910	49.10%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.5514	55.14%
Glucocorticoid receptor binding	+	0.5632	56.32%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.7588	75.88%
Honey bee toxicity	-	0.6331	63.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.90%	91.11%
CHEMBL233	P35372	Mu opioid receptor	97.25%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.18%	91.49%
CHEMBL236	P41143	Delta opioid receptor	95.08%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.58%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.91%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.51%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.08%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.84%	96.12%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.06%	95.78%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.86%	90.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.75%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.39%	82.38%
CHEMBL4444	P04070	Vitamin K-dependent protein C	81.12%	93.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.02%	93.40%
CHEMBL3194	P02766	Transthyretin	80.53%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.49%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Theobroma cacao

Cross-Links

• PubChem: 102594773
• NPASS: NPC160026