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(1S,3R,5S,7R,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-9-oxo-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

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 eb2180a8-9052-4a6a-a772-11faadd7ebef
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1S,3R,5S,7R,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-9-oxo-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H38O10/c1-14-7-22(32)29(35)25(37-14)38-20-9-16-3-4-18-17(27(16,13-30)11-21(20)39-29)5-6-26(2)24(15-8-23(33)36-12-15)19(31)10-28(18,26)34/h8,13-14,16-21,24-25,31,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17+,18-,19-,20-,21-,24+,25+,26-,27-,28+,29+/m1/s1
InChI Key HKHWPATYIZTJPO-LAIIKORZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.18
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 (1S,3R,5S,7R,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-9-oxo-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9549 95.49%
Caco-2 - 0.8335 83.35%
Blood Brain Barrier - 0.5723 57.23%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8493 84.93%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9739 97.39%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8316 83.16%
BSEP inhibitior + 0.8308 83.08%
P-glycoprotein inhibitior + 0.6026 60.26%
P-glycoprotein substrate + 0.7325 73.25%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition - 0.8731 87.31%
CYP2C9 inhibition - 0.9344 93.44%
CYP2C19 inhibition - 0.9612 96.12%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.9439 94.39%
CYP2C8 inhibition + 0.5579 55.79%
CYP inhibitory promiscuity - 0.9503 95.03%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4977 49.77%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9404 94.04%
Skin irritation + 0.5266 52.66%
Skin corrosion - 0.9203 92.03%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6519 65.19%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5949 59.49%
skin sensitisation - 0.9079 90.79%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6227 62.27%
Acute Oral Toxicity (c) I 0.7938 79.38%
Estrogen receptor binding + 0.8225 82.25%
Androgen receptor binding + 0.8059 80.59%
Thyroid receptor binding - 0.5463 54.63%
Glucocorticoid receptor binding + 0.7068 70.68%
Aromatase binding + 0.6974 69.74%
PPAR gamma + 0.5436 54.36%
Honey bee toxicity - 0.7431 74.31%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9778 97.78%

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 97.44% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.19% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.07% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.06% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.80% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.66% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.23% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.94% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.53% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.64% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.53% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.10% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 83.37% 94.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.95% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.68% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.85% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.81% 89.00%

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.
Asclepias curassavica

Cross-Links

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PubChem 163040978
LOTUS LTS0097612
wikiData Q105029650