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(3R,5S,6S,8R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-5,16,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-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 caac239f-4394-4633-a71a-89080b92e743
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (3R,5S,6S,8R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-5,16,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4(C5C(CCC4=CC3O2)C6(CCC(C6(C(=O)C5O)C)C7=CC(=O)OC7)O)C)O)OC
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@]4([C@@H]5[C@@H](CCC4=C[C@H]3O2)[C@]6(CC[C@@H]([C@]6(C(=O)[C@H]5O)C)C7=CC(=O)OC7)O)C)O)OC
InChI InChI=1S/C30H40O10/c1-14-9-21(36-4)30(35)26(38-14)39-20-12-27(2)16(11-19(20)40-30)5-6-18-23(27)24(32)25(33)28(3)17(7-8-29(18,28)34)15-10-22(31)37-13-15/h10-11,14,17-21,23-24,26,32,34-35H,5-9,12-13H2,1-4H3/t14-,17-,18-,19-,20-,21+,23-,24+,26+,27+,28+,29+,30+/m1/s1
InChI Key JADHOQNCHBLUJK-QJWKNLMBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O10
Molecular Weight 560.60 g/mol
Exact Mass 560.26214747 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,6S,8R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-5,16,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.8078 80.78%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8734 87.34%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8591 85.91%
OATP1B3 inhibitior + 0.9801 98.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9282 92.82%
P-glycoprotein inhibitior + 0.6932 69.32%
P-glycoprotein substrate + 0.7287 72.87%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9011 90.11%
CYP3A4 inhibition - 0.8115 81.15%
CYP2C9 inhibition - 0.9014 90.14%
CYP2C19 inhibition - 0.9519 95.19%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.9079 90.79%
CYP2C8 inhibition + 0.6180 61.80%
CYP inhibitory promiscuity - 0.9405 94.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4657 46.57%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9399 93.99%
Skin irritation + 0.5262 52.62%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5130 51.30%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5335 53.35%
skin sensitisation - 0.9187 91.87%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5082 50.82%
Acute Oral Toxicity (c) I 0.8103 81.03%
Estrogen receptor binding + 0.7602 76.02%
Androgen receptor binding + 0.7829 78.29%
Thyroid receptor binding - 0.5534 55.34%
Glucocorticoid receptor binding + 0.7579 75.79%
Aromatase binding + 0.7202 72.02%
PPAR gamma + 0.5724 57.24%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9726 97.26%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.70% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.86% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.74% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.73% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.41% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.61% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.55% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.22% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.80% 95.56%
CHEMBL1871 P10275 Androgen Receptor 90.60% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.60% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.36% 94.45%
CHEMBL301 P24941 Cyclin-dependent kinase 2 89.93% 91.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.06% 97.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.95% 91.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.85% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.71% 92.94%
CHEMBL4040 P28482 MAP kinase ERK2 84.26% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.70% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.78% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.88% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.02% 97.28%

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.
Anodendron affine

Cross-Links

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PubChem 101634960
LOTUS LTS0076378
wikiData Q105123696