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(1R,3S,5R,6R,7S,18S,19R,23R,24S,25S,26R)-6,15,24,25,26-pentahydroxy-18-(4-hydroxy-3,5-dimethoxyphenyl)-3,5-bis(hydroxymethyl)-14,16-dimethoxy-2,4,8,21,27-pentaoxapentacyclo[21.3.1.03,7.010,19.012,17]heptacosa-10,12,14,16-tetraene-9,20-dione

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 e927f71c-b7c6-47ba-a11c-bb009f289649
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (1R,3S,5R,6R,7S,18S,19R,23R,24S,25S,26R)-6,15,24,25,26-pentahydroxy-18-(4-hydroxy-3,5-dimethoxyphenyl)-3,5-bis(hydroxymethyl)-14,16-dimethoxy-2,4,8,21,27-pentaoxapentacyclo[21.3.1.03,7.010,19.012,17]heptacosa-10,12,14,16-tetraene-9,20-dione
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3C(=CC4=CC(=C(C(=C24)OC)O)OC)C(=O)OC5C(C(OC5(OC6C(C(C(C(O6)COC3=O)O)O)O)CO)CO)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@@H]3C(=CC4=CC(=C(C(=C24)OC)O)OC)C(=O)O[C@H]5[C@@H]([C@H](O[C@]5(O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC3=O)O)O)O)CO)CO)O
InChI InChI=1S/C34H40O19/c1-45-15-7-13(8-16(46-2)23(15)37)20-21-12(6-17(47-3)25(39)29(21)48-4)5-14-22(20)32(44)49-10-19-24(38)27(41)28(42)33(50-19)53-34(11-36)30(51-31(14)43)26(40)18(9-35)52-34/h5-8,18-20,22,24,26-28,30,33,35-42H,9-11H2,1-4H3/t18-,19-,20+,22+,24-,26-,27+,28-,30+,33-,34+/m1/s1
InChI Key OCVFJQNGAYADOC-RFMXYTLQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H40O19
Molecular Weight 752.70 g/mol
Exact Mass 752.21637904 g/mol
Topological Polar Surface Area (TPSA) 279.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.99
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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291746-00-4

2D Structure

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2D Structure of (1R,3S,5R,6R,7S,18S,19R,23R,24S,25S,26R)-6,15,24,25,26-pentahydroxy-18-(4-hydroxy-3,5-dimethoxyphenyl)-3,5-bis(hydroxymethyl)-14,16-dimethoxy-2,4,8,21,27-pentaoxapentacyclo[21.3.1.03,7.010,19.012,17]heptacosa-10,12,14,16-tetraene-9,20-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7158 71.58%
Caco-2 - 0.8755 87.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7569 75.69%
OATP2B1 inhibitior - 0.5885 58.85%
OATP1B1 inhibitior + 0.8148 81.48%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9019 90.19%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate + 0.5847 58.47%
CYP3A4 substrate + 0.7009 70.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8585 85.85%
CYP3A4 inhibition - 0.8484 84.84%
CYP2C9 inhibition - 0.7317 73.17%
CYP2C19 inhibition - 0.7270 72.70%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.8588 85.88%
CYP2C8 inhibition + 0.6590 65.90%
CYP inhibitory promiscuity - 0.6405 64.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5823 58.23%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.7937 79.37%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6608 66.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7176 71.76%
Micronuclear + 0.5774 57.74%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7601 76.01%
Acute Oral Toxicity (c) III 0.3868 38.68%
Estrogen receptor binding + 0.8399 83.99%
Androgen receptor binding + 0.6758 67.58%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.7527 75.27%
Aromatase binding + 0.5987 59.87%
PPAR gamma + 0.7068 70.68%
Honey bee toxicity - 0.6218 62.18%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9730 97.30%

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 99.83% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.82% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.61% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.48% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.17% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.60% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 91.99% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.59% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.04% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.31% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.93% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.83% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.39% 95.89%
CHEMBL2535 P11166 Glucose transporter 82.47% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.36% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.69% 99.23%

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.
Glaucium flavum
Polygala arillata
Sesbania bispinosa

Cross-Links

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PubChem 21606606
NPASS NPC227208
LOTUS LTS0263903
wikiData Q105189616