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3-[(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,21R,22S,23R)-9,10,21,22-tetrahydroxy-7,14,18-trimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-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 0a9e9882-21c0-4882-9934-4bb076845f88
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,21R,22S,23R)-9,10,21,22-tetrahydroxy-7,14,18-trimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C)CCC6(C5(C(CC6C7=CC(=O)OC7)O)O)C)O)O
SMILES (Isomeric) C[C@@H]1C[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)CC[C@]6([C@@]5([C@@H](C[C@@H]6C7=CC(=O)OC7)O)O)C)O)O
InChI InChI=1S/C29H42O9/c1-14-8-23(31)29(34)25(36-14)37-20-10-16-4-5-18-17(26(16,2)12-21(20)38-29)6-7-27(3)19(11-22(30)28(18,27)33)15-9-24(32)35-13-15/h9,14,16-23,25,30-31,33-34H,4-8,10-13H2,1-3H3/t14-,16+,17+,18-,19-,20-,21-,22-,23+,25+,26+,27-,28-,29+/m1/s1
InChI Key HNOFNBVWCFKUEQ-GMPNGYBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 9
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 3-[(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,21R,22S,23R)-9,10,21,22-tetrahydroxy-7,14,18-trimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-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 + 0.9667 96.67%
Caco-2 - 0.7977 79.77%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8470 84.70%
OATP2B1 inhibitior - 0.5877 58.77%
OATP1B1 inhibitior + 0.8841 88.41%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5716 57.16%
P-glycoprotein inhibitior - 0.4930 49.30%
P-glycoprotein substrate + 0.6882 68.82%
CYP3A4 substrate + 0.7077 70.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8984 89.84%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.9298 92.98%
CYP2C19 inhibition - 0.9335 93.35%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9099 90.99%
CYP2C8 inhibition - 0.5766 57.66%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4786 47.86%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9455 94.55%
Skin irritation + 0.6314 63.14%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7491 74.91%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8980 89.80%
Respiratory toxicity + 0.9667 96.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6191 61.91%
Acute Oral Toxicity (c) I 0.7880 78.80%
Estrogen receptor binding + 0.7327 73.27%
Androgen receptor binding + 0.8100 81.00%
Thyroid receptor binding - 0.5551 55.51%
Glucocorticoid receptor binding + 0.6560 65.60%
Aromatase binding + 0.7220 72.20%
PPAR gamma + 0.5501 55.01%
Honey bee toxicity - 0.7328 73.28%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9768 97.68%

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 97.28% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.62% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.35% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.60% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.69% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.65% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.36% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.22% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.69% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.72% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.91% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.80% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.74% 99.23%
CHEMBL1871 P10275 Androgen Receptor 86.55% 96.43%
CHEMBL4208 P20618 Proteasome component C5 85.86% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.99% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.89% 97.14%
CHEMBL2581 P07339 Cathepsin D 80.27% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.25% 94.00%

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.
Gomphocarpus sinaicus

Cross-Links

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PubChem 14134967
LOTUS LTS0192780
wikiData Q105030979