[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID 366ed2dd-e072-4df8-880c-ac56f07a607a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)C3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)OC(=O)C=CC5=CC=C(C=C5)O)O
SMILES (Isomeric) CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC=C(C=C4)O)O)O)OC(=O)/C=C/C5=CC=C(C=C5)O)O
InChI InChI=1S/C37H34O13/c1-19-15-26(41)32(35-31(19)27(42)17-25(48-35)16-20(2)38)36-37(50-30(44)14-8-22-5-11-24(40)12-6-22)34(46)33(45)28(49-36)18-47-29(43)13-7-21-3-9-23(39)10-4-21/h3-15,17,28,33-34,36-37,39-41,45-46H,16,18H2,1-2H3/b13-7+,14-8+/t28-,33-,34+,36+,37-/m1/s1
InChI Key KRKRWTYDEOYAPD-LOPVRYHUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H34O13
Molecular Weight 686.70 g/mol
Exact Mass 686.19994113 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.39
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7698 76.98%
Caco-2 - 0.8721 87.21%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7955 79.55%
OATP2B1 inhibitior + 0.5666 56.66%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9320 93.20%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.7701 77.01%
P-glycoprotein substrate - 0.5811 58.11%
CYP3A4 substrate + 0.6699 66.99%
CYP2C9 substrate - 0.7959 79.59%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.9118 91.18%
CYP2C9 inhibition - 0.6306 63.06%
CYP2C19 inhibition - 0.7583 75.83%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.7986 79.86%
CYP2C8 inhibition + 0.7523 75.23%
CYP inhibitory promiscuity - 0.7665 76.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6408 64.08%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7557 75.57%
Micronuclear + 0.6574 65.74%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.8909 89.09%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9159 91.59%
Acute Oral Toxicity (c) III 0.4992 49.92%
Estrogen receptor binding + 0.7923 79.23%
Androgen receptor binding + 0.7695 76.95%
Thyroid receptor binding + 0.5277 52.77%
Glucocorticoid receptor binding + 0.6778 67.78%
Aromatase binding - 0.5265 52.65%
PPAR gamma + 0.6764 67.64%
Honey bee toxicity - 0.7529 75.29%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9901 99.01%

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 99.32% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.07% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.89% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 95.62% 94.73%
CHEMBL2581 P07339 Cathepsin D 95.26% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.76% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.05% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.11% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.58% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.55% 99.17%
CHEMBL3194 P02766 Transthyretin 87.42% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.37% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.49% 99.15%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.08% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.77% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.32% 97.09%

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.
Aloe speciosa

Cross-Links

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PubChem 101701618
LOTUS LTS0225370
wikiData Q105145098