(2R,2'R,3S,3'S,4S)-2,2'-Bis(3,4-dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-[4,8'-bichroman]-3,3'-diyl bis(3,4,5-trihydroxybenzoate)

Details

• Internal ID: 361d5f3f-6006-4c4b-8d19-75914c5fd390
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
• InChI: InChI=1S/C44H34O20/c45-19-11-26(51)34-32(12-19)61-40(16-2-4-22(47)25(50)6-16)42(64-44(60)18-9-30(55)38(58)31(56)10-18)36(34)35-27(52)14-23(48)20-13-33(62-43(59)17-7-28(53)37(57)29(54)8-17)39(63-41(20)35)15-1-3-21(46)24(49)5-15/h1-12,14,33,36,39-40,42,45-58H,13H2/t33-,36-,39+,40+,42-/m0/s1
• InChI Key: KTLUHRSHFRODPS-VLNKRCLNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₃₄O₂₀
• Molecular Weight: 882.70 g/mol
• Exact Mass: 882.16434347 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 20
• H-Bond Donor: 14
• Rotatable Bonds: 7

Synonyms

• 134054-57-2
• CHEMBL2414345

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7121	71.21%
Caco-2	-	0.8957	89.57%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6276	62.76%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.8055	80.55%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8383	83.83%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	-	0.6712	67.12%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7271	72.71%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8024	80.24%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.8133	81.33%
CYP inhibitory promiscuity	-	0.9303	93.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.6964	69.64%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7680	76.80%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7530	75.30%
Acute Oral Toxicity (c)	IV	0.3575	35.75%
Estrogen receptor binding	+	0.7760	77.60%
Androgen receptor binding	+	0.8039	80.39%
Thyroid receptor binding	+	0.5724	57.24%
Glucocorticoid receptor binding	+	0.5592	55.92%
Aromatase binding	-	0.5502	55.02%
PPAR gamma	+	0.6944	69.44%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9277	92.77%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.97%	91.49%
CHEMBL3194	P02766	Transthyretin	95.34%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.23%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.02%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	89.36%	96.37%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.84%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.24%	96.12%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.81%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.08%	99.15%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.89%	97.53%
CHEMBL4040	P28482	MAP kinase ERK2	82.66%	83.82%
CHEMBL233	P35372	Mu opioid receptor	82.57%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.05%	95.89%
CHEMBL236	P41143	Delta opioid receptor	81.51%	99.35%
CHEMBL2535	P11166	Glucose transporter	81.14%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.21%	95.78%

Plants that contains it

• Aldama oblongifolia
• Artemisia schimperi
• Cajanus trinervius
• Elephantopus mollis
• Euryops algoensis
• Gardenia jasminoides
• Gomortega keule
• Iris ensata
• Litsea pungens
• Nuphar lutea
• Petasites hybridus
• Phoenix loureiroi
• Picea mariana
• Quercus robur
• Salvia parryi
• Staphylea ternata
• Thalictrum longistylum
• Viburnum urceolatum
• Xyris pterygoblephara

Cross-Links

• PubChem: 12795892
• NPASS: NPC141406
• LOTUS: LTS0006928
• wikiData: Q105145847