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5-[[3,4-Dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

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 5fe69b4f-b37a-4662-9411-9016d572ac26
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-[[3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
InChI InChI=1S/C39H48O24/c1-13-24(46)28(50)31(53)36(57-13)58-16-7-17(42)23-18(8-16)59-33(14-3-5-15(41)6-4-14)34(27(23)49)62-38-35(63-37-32(54)29(51)25(47)19(11-40)60-37)30(52)26(48)20(61-38)12-56-22(45)10-39(2,55)9-21(43)44/h3-8,13,19-20,24-26,28-32,35-38,40-42,46-48,50-55H,9-12H2,1-2H3,(H,43,44)
InChI Key WKKKHUDQEJZEBM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O24
Molecular Weight 900.80 g/mol
Exact Mass 900.25355239 g/mol
Topological Polar Surface Area (TPSA) 388.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -3.75
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[3,4-Dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5508 55.08%
Caco-2 - 0.8846 88.46%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6230 62.30%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7002 70.02%
P-glycoprotein inhibitior + 0.6993 69.93%
P-glycoprotein substrate + 0.6355 63.55%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 0.6258 62.58%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition - 0.8693 86.93%
CYP2C9 inhibition - 0.9322 93.22%
CYP2C19 inhibition - 0.9037 90.37%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8616 86.16%
CYP2C8 inhibition + 0.8091 80.91%
CYP inhibitory promiscuity - 0.9406 94.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6348 63.48%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.8351 83.51%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7837 78.37%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6676 66.76%
skin sensitisation - 0.9144 91.44%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9470 94.70%
Acute Oral Toxicity (c) III 0.5900 59.00%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.6364 63.64%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6426 64.26%
Aromatase binding + 0.5594 55.94%
PPAR gamma + 0.7671 76.71%
Honey bee toxicity - 0.6921 69.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9567 95.67%

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%
CHEMBL2581 P07339 Cathepsin D 98.69% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.96% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.88% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.86% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.48% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.43% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.30% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.21% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.85% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 92.56% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.53% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.25% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.62% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.05% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.91% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.49% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.25% 95.78%
CHEMBL5255 O00206 Toll-like receptor 4 80.45% 92.50%

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.
Nigella damascena

Cross-Links

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PubChem 162936007
LOTUS LTS0247641
wikiData Q105307456