[(2S,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 0dbef63f-fc09-4e8b-a1b7-604f7a5aaa9d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2S,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-8-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=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C=C9)O)O)OC(=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(=C2[C@H]3[C@@H]([C@@H](OC4=C(C(=CC(=C34)O)O)[C@H]5[C@@H]([C@@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C=C9)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C59H46O26/c60-24-14-33(68)43-42(15-24)81-52(20-2-5-27(62)31(66)8-20)56(84-58(79)22-10-37(72)49(77)38(73)11-22)47(43)45-35(70)18-36(71)46-48(44-34(69)17-29(64)25-16-41(76)51(82-54(25)44)19-1-4-26(61)30(65)7-19)57(85-59(80)23-12-39(74)50(78)40(75)13-23)53(83-55(45)46)21-3-6-28(63)32(67)9-21/h1-15,17-18,41,47-48,51-53,56-57,60-78H,16H2/t41-,47-,48+,51-,52-,53-,56-,57-/m0/s1
• InChI Key: GLLSILGITKQFOY-BBJKHNAYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₄₆O₂₆
• Molecular Weight: 1171.00 g/mol
• Exact Mass: 1170.22773157 g/mol
• Topological Polar Surface Area (TPSA): 465.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 26
• H-Bond Donor: 19
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7522	75.22%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5400	54.00%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.8296	82.96%
OATP1B3 inhibitior	+	0.9015	90.15%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7582	75.82%
P-glycoprotein inhibitior	+	0.7195	71.95%
P-glycoprotein substrate	-	0.6519	65.19%
CYP3A4 substrate	+	0.6643	66.43%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7126	71.26%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	-	0.9327	93.27%
CYP2C19 inhibition	-	0.9247	92.47%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.9524	95.24%
CYP2C8 inhibition	+	0.8174	81.74%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8939	89.39%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7257	72.57%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7840	78.40%
Acute Oral Toxicity (c)	IV	0.3857	38.57%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	+	0.7756	77.56%
Thyroid receptor binding	+	0.5564	55.64%
Glucocorticoid receptor binding	-	0.5208	52.08%
Aromatase binding	-	0.5188	51.88%
PPAR gamma	+	0.7050	70.50%
Honey bee toxicity	-	0.7524	75.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8977	89.77%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.67%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	96.19%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL3194	P02766	Transthyretin	94.37%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.03%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.03%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL236	P41143	Delta opioid receptor	87.34%	99.35%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.34%	96.12%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.14%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.10%	97.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.36%	96.37%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.78%	94.42%
CHEMBL2535	P11166	Glucose transporter	80.40%	98.75%

Plants that contains it

• Byrsonima crassifolia

Cross-Links

• PubChem: 16200970
• LOTUS: LTS0078796
• wikiData: Q105011021