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(1S,5S,6R,16R,17R,21R,22R,32R)-6,22-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.05,17.07,15.09,13.023,31.025,29]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-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 42c9f0c7-8ef9-4c0b-a63f-83dbd0acfe44
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (1S,5S,6R,16R,17R,21R,22R,32R)-6,22-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.05,17.07,15.09,13.023,31.025,29]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H64O26/c1-67-33-7-21(8-34(68-2)51(33)71-5)39-23-11-29-31(77-19-75-29)13-25(23)49(81-55-47(63)45(61)43(59)37(15-57)79-55)27-17-74-54(66)42-28(18-73-53(65)41(27)39)50(82-56-48(64)46(62)44(60)38(16-58)80-56)26-14-32-30(76-20-78-32)12-24(26)40(42)22-9-35(69-3)52(72-6)36(10-22)70-4/h7-14,27-28,37-50,55-64H,15-20H2,1-6H3/t27-,28+,37-,38-,39-,40-,41+,42-,43-,44-,45+,46+,47-,48-,49+,50+,55+,56+/m1/s1
InChI Key LQOSVCHNBBWPJH-LINMLAKFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C56H64O26
Molecular Weight 1153.10 g/mol
Exact Mass 1152.36858214 g/mol
Topological Polar Surface Area (TPSA) 344.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 26
H-Bond Donor 8
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5S,6R,16R,17R,21R,22R,32R)-6,22-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.05,17.07,15.09,13.023,31.025,29]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4815 48.15%
Caco-2 - 0.8681 86.81%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5769 57.69%
OATP2B1 inhibitior - 0.7216 72.16%
OATP1B1 inhibitior + 0.7922 79.22%
OATP1B3 inhibitior + 0.9631 96.31%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9653 96.53%
P-glycoprotein inhibitior + 0.7395 73.95%
P-glycoprotein substrate - 0.6405 64.05%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8556 85.56%
CYP3A4 inhibition - 0.7158 71.58%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.7981 79.81%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9341 93.41%
CYP2C8 inhibition + 0.5102 51.02%
CYP inhibitory promiscuity - 0.5652 56.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5967 59.67%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.8386 83.86%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8183 81.83%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8840 88.40%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7666 76.66%
Acute Oral Toxicity (c) III 0.7323 73.23%
Estrogen receptor binding + 0.8097 80.97%
Androgen receptor binding + 0.7814 78.14%
Thyroid receptor binding + 0.6167 61.67%
Glucocorticoid receptor binding + 0.7174 71.74%
Aromatase binding + 0.5685 56.85%
PPAR gamma + 0.7778 77.78%
Honey bee toxicity - 0.6376 63.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8301 83.01%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.22% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.93% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 94.70% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.80% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.94% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.92% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.66% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.40% 96.77%
CHEMBL2581 P07339 Cathepsin D 88.19% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.81% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.10% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.53% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.50% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.41% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 81.26% 94.73%

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.
Withania coagulans

Cross-Links

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PubChem 162962693
LOTUS LTS0027267
wikiData Q104888392