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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6f9682ac-89c1-4738-8f00-edfcbc3604d2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)COC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C40H52O26/c1-11-22(45)27(50)33(56)39(60-11)66-36-30(53)25(48)20(10-59-38-32(55)29(52)24(47)19(63-38)9-58-37-31(54)28(51)23(46)18(8-41)62-37)64-40(36)65-35-26(49)21-15(44)6-13(42)7-17(21)61-34(35)12-3-4-14(43)16(5-12)57-2/h3-7,11,18-20,22-25,27-33,36-48,50-56H,8-10H2,1-2H3/t11-,18+,19+,20+,22-,23+,24+,25+,27+,28-,29-,30-,31+,32+,33+,36+,37+,38+,39-,40-/m0/s1
InChI Key OSCQAJKTSUTUDJ-GQUUWBMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O26
Molecular Weight 948.80 g/mol
Exact Mass 948.27468176 g/mol
Topological Polar Surface Area (TPSA) 413.00 Ų
XlogP -4.70
Atomic LogP (AlogP) -5.74
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5623 56.23%
Caco-2 - 0.8839 88.39%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8892 88.92%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6684 66.84%
P-glycoprotein inhibitior + 0.6680 66.80%
P-glycoprotein substrate + 0.6398 63.98%
CYP3A4 substrate + 0.6730 67.30%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.8453 84.53%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.6628 66.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7063 70.63%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8988 89.88%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8085 80.85%
Androgen receptor binding + 0.5852 58.52%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding + 0.6096 60.96%
Aromatase binding + 0.5584 55.84%
PPAR gamma + 0.7437 74.37%
Honey bee toxicity - 0.7019 70.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7167 71.67%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.50% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.78% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.94% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.73% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.35% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.34% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.62% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 91.93% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.50% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.39% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.21% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.95% 86.92%
CHEMBL3194 P02766 Transthyretin 87.59% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.50% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.89% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.51% 85.14%
CHEMBL4208 P20618 Proteasome component C5 81.01% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Allium neapolitanum

Cross-Links

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PubChem 102065511
LOTUS LTS0161746
wikiData Q105198788