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(4R,5S,8R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,5,18-trihydroxy-7,9,13-trioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14,16,18-hexaen-20-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 870b8899-2049-4051-a122-5238bc84bc52
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (4R,5S,8R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,5,18-trihydroxy-7,9,13-trioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14,16,18-hexaen-20-one
SMILES (Canonical) COC1C(OC(C(C1O)O)OC2=CC(=C3C(=C2)OC4=CC5=C(C6C(COC6O5)O)C(=C4C3=O)O)O)CO
SMILES (Isomeric) CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)OC2=CC(=C3C(=C2)OC4=CC5=C([C@@H]6[C@@H](CO[C@@H]6O5)O)C(=C4C3=O)O)O)CO
InChI InChI=1S/C24H24O13/c1-32-22-13(5-25)37-24(21(31)20(22)30)34-7-2-8(26)14-10(3-7)35-12-4-11-16(19(29)17(12)18(14)28)15-9(27)6-33-23(15)36-11/h2-4,9,13,15,20-27,29-31H,5-6H2,1H3/t9-,13-,15+,20-,21-,22-,23-,24+/m1/s1
InChI Key DPLIXSOMAJYDQN-YYABFPIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H24O13
Molecular Weight 520.40 g/mol
Exact Mass 520.12169082 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.62
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,5S,8R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,5,18-trihydroxy-7,9,13-trioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14,16,18-hexaen-20-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7433 74.33%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6696 66.96%
OATP2B1 inhibitior - 0.5624 56.24%
OATP1B1 inhibitior + 0.8866 88.66%
OATP1B3 inhibitior + 0.9590 95.90%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6513 65.13%
P-glycoprotein inhibitior - 0.5652 56.52%
P-glycoprotein substrate + 0.5413 54.13%
CYP3A4 substrate + 0.6716 67.16%
CYP2C9 substrate - 0.6484 64.84%
CYP2D6 substrate - 0.8561 85.61%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.8058 80.58%
CYP2C19 inhibition - 0.6704 67.04%
CYP2D6 inhibition - 0.8464 84.64%
CYP1A2 inhibition - 0.7290 72.90%
CYP2C8 inhibition + 0.5503 55.03%
CYP inhibitory promiscuity - 0.6576 65.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5076 50.76%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8808 88.08%
Skin irritation - 0.8123 81.23%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis + 0.6046 60.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6975 69.75%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8356 83.56%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9363 93.63%
Acute Oral Toxicity (c) III 0.6954 69.54%
Estrogen receptor binding + 0.7038 70.38%
Androgen receptor binding + 0.6583 65.83%
Thyroid receptor binding - 0.5604 56.04%
Glucocorticoid receptor binding + 0.5869 58.69%
Aromatase binding + 0.5312 53.12%
PPAR gamma + 0.6672 66.72%
Honey bee toxicity - 0.6941 69.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.6452 64.52%

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 99.35% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.34% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.01% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.24% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.47% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.89% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.07% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.97% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.72% 95.64%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.14% 85.14%
CHEMBL4208 P20618 Proteasome component C5 86.56% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.51% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.12% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.23% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.10% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.07% 97.28%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.76% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.48% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139586878
LOTUS LTS0240926
wikiData Q104986559