1-[2,6-Dihydroxy-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]-3-methylbutan-1-one

Details

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Internal ID 0b40d733-5aa8-44eb-9987-930c350677f2
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[2,6-dihydroxy-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]-3-methylbutan-1-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C(=C3)O)C(=O)CC(C)C)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C(=C3)O)C(=O)CC(C)C)O)O)O)O)O)O)O
InChI InChI=1S/C23H34O13/c1-8(2)4-11(24)15-12(25)5-10(6-13(15)26)35-23-21(32)19(30)17(28)14(36-23)7-33-22-20(31)18(29)16(27)9(3)34-22/h5-6,8-9,14,16-23,25-32H,4,7H2,1-3H3
InChI Key AWKJLCKLSFPZQK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O13
Molecular Weight 518.50 g/mol
Exact Mass 518.19994113 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.64
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,6-Dihydroxy-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]-3-methylbutan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5972 59.72%
Caco-2 - 0.8566 85.66%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8096 80.96%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8910 89.10%
OATP1B3 inhibitior + 0.8901 89.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6268 62.68%
P-glycoprotein inhibitior - 0.7696 76.96%
P-glycoprotein substrate - 0.7400 74.00%
CYP3A4 substrate + 0.5402 54.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.8715 87.15%
CYP2C9 inhibition - 0.7785 77.85%
CYP2C19 inhibition - 0.8662 86.62%
CYP2D6 inhibition - 0.8777 87.77%
CYP1A2 inhibition - 0.7009 70.09%
CYP2C8 inhibition - 0.7445 74.45%
CYP inhibitory promiscuity - 0.7857 78.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6803 68.03%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.8597 85.97%
Skin corrosion - 0.9597 95.97%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5275 52.75%
Micronuclear - 0.6293 62.93%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8428 84.28%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7479 74.79%
Acute Oral Toxicity (c) III 0.7862 78.62%
Estrogen receptor binding + 0.6631 66.31%
Androgen receptor binding - 0.7334 73.34%
Thyroid receptor binding + 0.5363 53.63%
Glucocorticoid receptor binding - 0.5107 51.07%
Aromatase binding + 0.6237 62.37%
PPAR gamma + 0.5615 56.15%
Honey bee toxicity - 0.8089 80.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9167 91.67%

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 98.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.18% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 92.92% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.60% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.28% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.01% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.41% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.57% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.72% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.76% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.68% 94.80%
CHEMBL4208 P20618 Proteasome component C5 83.34% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.61% 94.00%

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.
Lysidice rhodostegia

Cross-Links

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PubChem 162889994
LOTUS LTS0046609
wikiData Q104920092