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(1R,3R,5S,7R,8R,9R,10S,12R,14S,15R,18R,19R,22S,23R)-8,9,10,22-tetrahydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-16-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 b59564f3-33eb-4994-92f3-b17f0790c544
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1R,3R,5S,7R,8R,9R,10S,12R,14S,15R,18R,19R,22S,23R)-8,9,10,22-tetrahydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-16-one
SMILES (Canonical) CC1C(C(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C)C(=O)CC6(C5(CCC6C7=CC(=O)OC7)O)C)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H]([C@]2([C@@H](O1)O[C@@H]3C[C@H]4CC[C@@H]5[C@H]([C@]4(C[C@H]3O2)C)C(=O)C[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)O)O
InChI InChI=1S/C29H40O10/c1-13-23(32)24(33)29(35)25(37-13)38-19-9-15-4-5-17-22(26(15,2)11-20(19)39-29)18(30)10-27(3)16(6-7-28(17,27)34)14-8-21(31)36-12-14/h8,13,15-17,19-20,22-25,32-35H,4-7,9-12H2,1-3H3/t13-,15-,16-,17-,19-,20-,22+,23+,24-,25+,26+,27-,28+,29+/m1/s1
InChI Key NSSHGHBEXFNLLR-NMMDZOMXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,5S,7R,8R,9R,10S,12R,14S,15R,18R,19R,22S,23R)-8,9,10,22-tetrahydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9137 91.37%
Caco-2 - 0.8274 82.74%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8236 82.36%
OATP2B1 inhibitior - 0.5859 58.59%
OATP1B1 inhibitior + 0.9042 90.42%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6493 64.93%
P-glycoprotein inhibitior - 0.4627 46.27%
P-glycoprotein substrate + 0.7758 77.58%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9008 90.08%
CYP3A4 inhibition - 0.8999 89.99%
CYP2C9 inhibition - 0.9289 92.89%
CYP2C19 inhibition - 0.9474 94.74%
CYP2D6 inhibition - 0.9522 95.22%
CYP1A2 inhibition - 0.9445 94.45%
CYP2C8 inhibition - 0.6353 63.53%
CYP inhibitory promiscuity - 0.9727 97.27%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4941 49.41%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9405 94.05%
Skin irritation + 0.5884 58.84%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis + 0.5285 52.85%
Human Ether-a-go-go-Related Gene inhibition + 0.6530 65.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9030 90.30%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7028 70.28%
Acute Oral Toxicity (c) I 0.8092 80.92%
Estrogen receptor binding + 0.7641 76.41%
Androgen receptor binding + 0.7820 78.20%
Thyroid receptor binding - 0.5844 58.44%
Glucocorticoid receptor binding + 0.6612 66.12%
Aromatase binding + 0.7001 70.01%
PPAR gamma + 0.5766 57.66%
Honey bee toxicity - 0.6988 69.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9796 97.96%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.10% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.98% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.14% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.80% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.18% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.85% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.22% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.49% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.60% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.29% 82.69%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.95% 93.40%
CHEMBL1871 P10275 Androgen Receptor 84.52% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.20% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.00% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 83.64% 95.93%
CHEMBL2581 P07339 Cathepsin D 83.34% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.19% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.91% 95.89%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.61% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.26% 90.00%

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 163093039
LOTUS LTS0225548
wikiData Q105185228