(3R,4S)-5,7-dihydroxy-3-[(3R,4S)-5-hydroxy-4-(4-hydroxyphenyl)-2-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-3-yl]-4-(4-hydroxyphenyl)-3,4-dihydrochromen-2-one

Details

• Internal ID: 89112cce-5647-4df4-9709-7df203526cdf
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavonoid 7-O-glycosides
• IUPAC Name: (3R,4S)-5,7-dihydroxy-3-[(3R,4S)-5-hydroxy-4-(4-hydroxyphenyl)-2-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-3-yl]-4-(4-hydroxyphenyl)-3,4-dihydrochromen-2-one
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(=O)OC3=CC(=CC(=C23)O)O)C4C(C5=C(C=C(C=C5OC4=O)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC=C(C=C7)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H](C(=O)OC3=CC(=CC(=C23)O)O)[C@H]4[C@H](C5=C(C=C(C=C5OC4=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C7=CC=C(C=C7)O)O
• InChI: InChI=1S/C36H32O15/c37-13-24-31(43)32(44)33(45)36(51-24)48-19-11-21(42)28-23(12-19)50-35(47)30(26(28)15-3-7-17(39)8-4-15)29-25(14-1-5-16(38)6-2-14)27-20(41)9-18(40)10-22(27)49-34(29)46/h1-12,24-26,29-33,36-45H,13H2/t24-,25+,26+,29-,30-,31-,32+,33-,36-/m1/s1
• InChI Key: RRRUJGWNXQRPQM-KMGDLETRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₂O₁₅
• Molecular Weight: 704.60 g/mol
• Exact Mass: 704.17412031 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9223	92.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.7002	70.02%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7105	71.05%
P-glycoprotein inhibitior	-	0.4539	45.39%
P-glycoprotein substrate	-	0.8512	85.12%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.5692	56.92%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8748	87.48%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5355	53.55%
Human Ether-a-go-go-Related Gene inhibition	+	0.7041	70.41%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6416	64.16%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	+	0.7345	73.45%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	-	0.5951	59.51%
Aromatase binding	-	0.5970	59.70%
PPAR gamma	+	0.7087	70.87%
Honey bee toxicity	-	0.7228	72.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.58%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.44%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.38%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.18%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.56%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.41%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.00%	89.67%
CHEMBL3194	P02766	Transthyretin	83.17%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.58%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.20%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.87%	97.36%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.13%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Ormocarpum kirkii

Cross-Links

• PubChem: 101509257
• LOTUS: LTS0117531
• wikiData: Q105244317