[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl acetate

Details

Top
Internal ID dcf94297-a35d-4cea-beb8-b3b7e1726ec6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O
InChI InChI=1S/C29H32O17/c1-10(31)41-9-17-20(35)23(38)25(40)29(45-17)46-27-21(36)18-14(33)6-13(42-28-24(39)22(37)19(34)16(8-30)44-28)7-15(18)43-26(27)11-2-4-12(32)5-3-11/h2-7,16-17,19-20,22-25,28-30,32-35,37-40H,8-9H2,1H3/t16-,17-,19-,20-,22+,23+,24-,25-,28-,29+/m1/s1
InChI Key SJHGQJUHKMUKMS-VZNIDZRDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H32O17
Molecular Weight 652.60 g/mol
Exact Mass 652.16394955 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -2.20
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5167 51.67%
Caco-2 - 0.9238 92.38%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6079 60.79%
OATP2B1 inhibitior - 0.7024 70.24%
OATP1B1 inhibitior + 0.8964 89.64%
OATP1B3 inhibitior + 0.9720 97.20%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8446 84.46%
P-glycoprotein inhibitior - 0.4324 43.24%
P-glycoprotein substrate - 0.6785 67.85%
CYP3A4 substrate + 0.6460 64.60%
CYP2C9 substrate + 0.5404 54.04%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.9645 96.45%
CYP2C9 inhibition - 0.9249 92.49%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9637 96.37%
CYP1A2 inhibition - 0.9041 90.41%
CYP2C8 inhibition + 0.7764 77.64%
CYP inhibitory promiscuity - 0.8547 85.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7100 71.00%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.8379 83.79%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7945 79.45%
Micronuclear + 0.5233 52.33%
Hepatotoxicity - 0.6946 69.46%
skin sensitisation - 0.9299 92.99%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7095 70.95%
Acute Oral Toxicity (c) III 0.5287 52.87%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.6468 64.68%
Thyroid receptor binding - 0.5406 54.06%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5323 53.23%
PPAR gamma + 0.6664 66.64%
Honey bee toxicity - 0.7777 77.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9188 91.88%

Targets

Top

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 99.16% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.81% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.76% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.50% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.70% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 93.16% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.76% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.47% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.39% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.91% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.25% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.62% 94.80%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.17% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.60% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.72% 95.89%

Plants that contains it

Top
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.
Crocus sativus

Cross-Links

Top
PubChem 21676292
LOTUS LTS0001645
wikiData Q105254296