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2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-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 3a6afdd7-b37b-408f-a482-1898e2b7e8f8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-7-[(2S,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)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)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/C39H50O25/c1-10-21(44)26(49)30(53)36(57-10)56-9-19-24(47)29(52)35(64-38-32(55)28(51)23(46)18(8-40)61-38)39(62-19)63-34-25(48)20-16(43)6-13(59-37-31(54)27(50)22(45)11(2)58-37)7-17(20)60-33(34)12-3-4-14(41)15(42)5-12/h3-7,10-11,18-19,21-24,26-32,35-47,49-55H,8-9H2,1-2H3/t10-,11-,18+,19+,21-,22-,23+,24+,26+,27+,28-,29-,30+,31+,32+,35+,36+,37-,38-,39-/m0/s1
InChI Key CIWKSSSVUDYMTL-CUCSICAHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H50O25
Molecular Weight 918.80 g/mol
Exact Mass 918.26411708 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -5.36
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-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 - 0.5497 54.97%
Caco-2 - 0.8997 89.97%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6766 67.66%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior + 0.9245 92.45%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7358 73.58%
P-glycoprotein inhibitior + 0.6116 61.16%
P-glycoprotein substrate + 0.5861 58.61%
CYP3A4 substrate + 0.6670 66.70%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8618 86.18%
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 + 0.8029 80.29%
CYP inhibitory promiscuity - 0.6970 69.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.8493 84.93%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7482 74.82%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9309 93.09%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8942 89.42%
Acute Oral Toxicity (c) III 0.6183 61.83%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.5901 59.01%
Thyroid receptor binding + 0.5185 51.85%
Glucocorticoid receptor binding - 0.5247 52.47%
Aromatase binding - 0.4866 48.66%
PPAR gamma + 0.7392 73.92%
Honey bee toxicity - 0.6836 68.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.8349 83.49%

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 99.70% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.66% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.55% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.26% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.23% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.11% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 93.84% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.10% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.76% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.68% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.45% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.45% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.90% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.23% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.95% 95.78%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.14% 80.78%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.87% 94.80%
CHEMBL3194 P02766 Transthyretin 80.34% 90.71%

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.
Warburgia ugandensis

Cross-Links

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PubChem 21576552
LOTUS LTS0112891
wikiData Q104960587