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(1S,17R,20R)-9-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,20-trihydroxy-17-methyl-12,16,21-trioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6,8,10,13-hexaen-5-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 5a15b603-676d-45a7-9d64-498a2de232b3
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (1S,17R,20R)-9-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,20-trihydroxy-17-methyl-12,16,21-trioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6,8,10,13-hexaen-5-one
SMILES (Canonical) CC12CCC(C(O1)C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C=C(C=C5O4)OC6C(C(C(C(O6)CO)OC)O)O)O)O
SMILES (Isomeric) C[C@@]12CC[C@H]([C@@H](O1)C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C=C(C=C5O4)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)OC)O)O)O)O
InChI InChI=1S/C26H28O13/c1-26-4-3-10(28)23(39-26)18-14(38-26)7-13-17(20(18)31)19(30)16-11(29)5-9(6-12(16)36-13)35-25-22(33)21(32)24(34-2)15(8-27)37-25/h5-7,10,15,21-25,27-29,31-33H,3-4,8H2,1-2H3/t10-,15-,21-,22-,23-,24-,25+,26+/m1/s1
InChI Key QDULNLSQIVLCFI-RBXOTRBCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H28O13
Molecular Weight 548.50 g/mol
Exact Mass 548.15299094 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.51
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 (1S,17R,20R)-9-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,20-trihydroxy-17-methyl-12,16,21-trioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6,8,10,13-hexaen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6533 65.33%
Caco-2 - 0.8696 86.96%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7059 70.59%
OATP2B1 inhibitior - 0.8512 85.12%
OATP1B1 inhibitior + 0.8779 87.79%
OATP1B3 inhibitior + 0.9066 90.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5525 55.25%
P-glycoprotein inhibitior - 0.4872 48.72%
P-glycoprotein substrate - 0.5471 54.71%
CYP3A4 substrate + 0.7107 71.07%
CYP2C9 substrate - 0.6454 64.54%
CYP2D6 substrate - 0.8519 85.19%
CYP3A4 inhibition - 0.8560 85.60%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9068 90.68%
CYP2D6 inhibition - 0.9318 93.18%
CYP1A2 inhibition - 0.6025 60.25%
CYP2C8 inhibition + 0.6904 69.04%
CYP inhibitory promiscuity - 0.9534 95.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6963 69.63%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.7646 76.46%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7117 71.17%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7798 77.98%
skin sensitisation - 0.9087 90.87%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9289 92.89%
Acute Oral Toxicity (c) III 0.6269 62.69%
Estrogen receptor binding + 0.7312 73.12%
Androgen receptor binding + 0.7141 71.41%
Thyroid receptor binding - 0.5476 54.76%
Glucocorticoid receptor binding + 0.6677 66.77%
Aromatase binding + 0.5904 59.04%
PPAR gamma + 0.6131 61.31%
Honey bee toxicity - 0.7096 70.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8516 85.16%

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 99.81% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.83% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.77% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.48% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.39% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.81% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.33% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.99% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.34% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.73% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 88.40% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.48% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.39% 95.83%
CHEMBL1951 P21397 Monoamine oxidase A 84.63% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.49% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.36% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.35% 96.21%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.28% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.05% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.53% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.47% 94.80%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.04% 91.07%

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 139585601
LOTUS LTS0169799
wikiData Q105218980