PlantaeDB Logo
Login Sign-up

16-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,18-dihydroxy-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

Top
Internal ID 33ea1653-5f4a-40e9-895f-6844b0e993a8
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 16-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,18-dihydroxy-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(C6CCOC6O5)C(=C4C3=O)O)O)CO
SMILES (Isomeric) COC1C(OC(C(C1O)O)OC2=CC(=C3C(=C2)OC4=CC5=C(C6CCOC6O5)C(=C4C3=O)O)O)CO
InChI InChI=1S/C24H24O12/c1-31-22-14(7-25)36-24(21(30)20(22)29)33-8-4-10(26)16-11(5-8)34-13-6-12-15(18(27)17(13)19(16)28)9-2-3-32-23(9)35-12/h4-6,9,14,20-27,29-30H,2-3,7H2,1H3
InChI Key AYRLBXKNNSGCHV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H24O12
Molecular Weight 504.40 g/mol
Exact Mass 504.12677620 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.41
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 16-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2,18-dihydroxy-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6438 64.38%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8228 82.28%
OATP2B1 inhibitior - 0.5642 56.42%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6146 61.46%
P-glycoprotein inhibitior - 0.5660 56.60%
P-glycoprotein substrate - 0.5504 55.04%
CYP3A4 substrate + 0.6895 68.95%
CYP2C9 substrate - 0.6278 62.78%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition - 0.8889 88.89%
CYP2C9 inhibition - 0.6622 66.22%
CYP2C19 inhibition + 0.5072 50.72%
CYP2D6 inhibition - 0.8531 85.31%
CYP1A2 inhibition - 0.5796 57.96%
CYP2C8 inhibition + 0.6181 61.81%
CYP inhibitory promiscuity - 0.5562 55.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4946 49.46%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8938 89.38%
Skin irritation - 0.8156 81.56%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6776 67.76%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.8566 85.66%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9114 91.14%
Acute Oral Toxicity (c) III 0.6564 65.64%
Estrogen receptor binding + 0.6788 67.88%
Androgen receptor binding + 0.7052 70.52%
Thyroid receptor binding - 0.6127 61.27%
Glucocorticoid receptor binding - 0.4659 46.59%
Aromatase binding + 0.5892 58.92%
PPAR gamma + 0.6187 61.87%
Honey bee toxicity - 0.7265 72.65%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.3794 37.94%

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 99.26% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.96% 97.09%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.79% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.95% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.79% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.04% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.65% 92.94%
CHEMBL4208 P20618 Proteasome component C5 88.64% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.41% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.29% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.88% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.78% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 84.60% 94.73%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.26% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.85% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.81% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.27% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.03% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.01% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.94% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.66% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 80.64% 93.18%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.03% 96.21%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163071139
LOTUS LTS0011778
wikiData Q103816553