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3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)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 d9013f2d-2346-43af-a3da-dd23d250f7ba
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)O)O)O)OC6C(C(C(C(O6)C)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)C5=CC(=C(C(=C5)O)O)O)O[C@H]6[C@H]([C@@H]([C@@H]([C@@H](O6)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O21/c1-8-18(38)23(43)26(46)31(49-8)48-7-16-21(41)25(45)30(54-32-27(47)24(44)19(39)9(2)50-32)33(52-16)53-29-22(42)17-12(35)5-11(34)6-15(17)51-28(29)10-3-13(36)20(40)14(37)4-10/h3-6,8-9,16,18-19,21,23-27,30-41,43-47H,7H2,1-2H3/t8-,9+,16-,18-,19-,21+,23+,24-,25-,26+,27+,30+,31+,32+,33+/m1/s1
InChI Key DORABKJYWOFZGC-CNVKHCFLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O21
Molecular Weight 772.70 g/mol
Exact Mass 772.20620828 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -3.13
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)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 - 0.4659 46.59%
Caco-2 - 0.9069 90.69%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 0.7106 71.06%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7357 73.57%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5967 59.67%
CYP3A4 substrate + 0.6547 65.47%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.8904 89.04%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.7846 78.46%
CYP inhibitory promiscuity - 0.6602 66.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7067 70.67%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6594 65.94%
Micronuclear + 0.7292 72.92%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.9356 93.56%
Acute Oral Toxicity (c) III 0.6245 62.45%
Estrogen receptor binding + 0.8240 82.40%
Androgen receptor binding + 0.6328 63.28%
Thyroid receptor binding + 0.5512 55.12%
Glucocorticoid receptor binding + 0.5643 56.43%
Aromatase binding + 0.5870 58.70%
PPAR gamma + 0.7303 73.03%
Honey bee toxicity - 0.7581 75.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9179 91.79%

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 99.79% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.11% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.00% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.76% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.70% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 95.09% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.41% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.29% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.95% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.15% 96.09%
CHEMBL3194 P02766 Transthyretin 87.77% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.45% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.07% 99.15%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.36% 80.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.24% 94.42%
CHEMBL2424 Q04760 Glyoxalase I 81.94% 91.67%
CHEMBL4208 P20618 Proteasome component C5 81.52% 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.
Clitoria ternatea

Cross-Links

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PubChem 162842704
LOTUS LTS0000878
wikiData Q104986142