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(1S,3R,5S,7R,9S,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)spiro[4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-9,2'-5H-1,3-thiazole]-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 013dffeb-7ee5-4615-9622-41feff7e75c8
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,9S,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)spiro[4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-9,2'-5H-1,3-thiazole]-14-carbaldehyde
SMILES (Canonical) CC1CC2(C3(C(O1)OC4CC5CCC6C(C5(CC4O3)C=O)CCC7(C6(CC(C7C8=CC(=O)OC8)O)O)C)O)N=CCS2
SMILES (Isomeric) C[C@@H]1C[C@]2([C@]3([C@@H](O1)O[C@@H]4C[C@@H]5CC[C@@H]6[C@@H]([C@]5(C[C@H]4O3)C=O)CC[C@]7([C@@]6(C[C@H]([C@@H]7C8=CC(=O)OC8)O)O)C)O)N=CCS2
InChI InChI=1S/C31H41NO9S/c1-16-11-30(32-7-8-42-30)31(37)26(39-16)40-22-10-18-3-4-20-19(28(18,15-33)13-23(22)41-31)5-6-27(2)25(17-9-24(35)38-14-17)21(34)12-29(20,27)36/h7,9,15-16,18-23,25-26,34,36-37H,3-6,8,10-14H2,1-2H3/t16-,18+,19+,20-,21-,22-,23-,25+,26+,27-,28-,29+,30+,31-/m1/s1
InChI Key WHPLQBQPUGBPJI-ZHAKUJFNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H41NO9S
Molecular Weight 603.70 g/mol
Exact Mass 603.25020306 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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BDBM50277169

2D Structure

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2D Structure of (1S,3R,5S,7R,9S,10R,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)spiro[4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-9,2'-5H-1,3-thiazole]-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 + 0.8453 84.53%
Caco-2 - 0.8569 85.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5433 54.33%
OATP2B1 inhibitior - 0.5805 58.05%
OATP1B1 inhibitior + 0.8704 87.04%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7852 78.52%
BSEP inhibitior + 0.8758 87.58%
P-glycoprotein inhibitior + 0.6791 67.91%
P-glycoprotein substrate + 0.7471 74.71%
CYP3A4 substrate + 0.7319 73.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8848 88.48%
CYP3A4 inhibition - 0.9574 95.74%
CYP2C9 inhibition - 0.8089 80.89%
CYP2C19 inhibition - 0.6820 68.20%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition - 0.7761 77.61%
CYP2C8 inhibition + 0.6571 65.71%
CYP inhibitory promiscuity - 0.8505 85.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4667 46.67%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9381 93.81%
Skin irritation - 0.7198 71.98%
Skin corrosion - 0.9147 91.47%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7329 73.29%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5535 55.35%
Acute Oral Toxicity (c) III 0.5489 54.89%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.7944 79.44%
Thyroid receptor binding - 0.5127 51.27%
Glucocorticoid receptor binding + 0.6943 69.43%
Aromatase binding + 0.6862 68.62%
PPAR gamma + 0.6041 60.41%
Honey bee toxicity - 0.7260 72.60%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9481 94.81%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2146346 P46531 Neurogenic locus notch homolog protein 1 700 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.22% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.27% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.83% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.78% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.73% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.38% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.35% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.49% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.32% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.99% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.87% 92.86%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.59% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.08% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.98% 96.90%
CHEMBL2581 P07339 Cathepsin D 83.22% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.04% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.66% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.45% 91.11%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.34% 94.78%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.52% 99.29%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.52% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.11% 82.38%

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 145954977
LOTUS LTS0207052
wikiData Q105305700