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

Details

• Internal ID: d2c6f644-8d97-4a41-aa26-f8adc818dc18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC=C(C=C6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC=C(C=C6)O)O[C@H]7[C@H]([C@H]([C@@H]([C@@H](O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C39H50O24/c1-11-21(43)26(48)30(52)36(56-11)55-10-19-24(46)29(51)35(63-38-32(54)28(50)23(45)18(9-40)60-38)39(61-19)62-34-25(47)20-16(42)7-15(58-37-31(53)27(49)22(44)12(2)57-37)8-17(20)59-33(34)13-3-5-14(41)6-4-13/h3-8,11-12,18-19,21-24,26-32,35-46,48-54H,9-10H2,1-2H3/t11-,12-,18-,19-,21+,22-,23+,24-,26-,27+,28-,29+,30+,31+,32-,35-,36-,37+,38-,39+/m0/s1
• InChI Key: CGBWBDPNSXERKW-DAMIMACMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₂₄
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.26920246 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.07
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5497	54.97%
Caco-2	-	0.9018	90.18%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8011	80.11%
P-glycoprotein inhibitior	+	0.6043	60.43%
P-glycoprotein substrate	+	0.6005	60.05%
CYP3A4 substrate	+	0.6626	66.26%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9374	93.74%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9638	96.38%
CYP1A2 inhibition	-	0.8967	89.67%
CYP2C8 inhibition	+	0.7776	77.76%
CYP inhibitory promiscuity	-	0.6970	69.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7635	76.35%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8539	85.39%
Acute Oral Toxicity (c)	III	0.6183	61.83%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	-	0.4935	49.35%
Glucocorticoid receptor binding	-	0.5242	52.42%
Aromatase binding	-	0.4909	49.09%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.7026	70.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8349	83.49%

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	99.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.86%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.38%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.84%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.24%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.16%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.59%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.93%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.40%	85.14%
CHEMBL242	Q92731	Estrogen receptor beta	86.33%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.66%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.74%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.01%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.62%	94.80%
CHEMBL3194	P02766	Transthyretin	80.86%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.03%	95.83%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 162896500
• LOTUS: LTS0112644
• wikiData: Q104957451