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3-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosan-6-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 d2e88ec9-b079-4957-a972-36ae5f4a05bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosan-6-yl]-2H-furan-5-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CC5C6(O5)C(C4(CC3O2)C)C(C(C7(C6(CCC7C8=CC(=O)OC8)O)C)O)O)O)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C[C@H]4C[C@H]5[C@]6(O5)[C@@H]([C@]4(C[C@H]3O2)C)[C@@H]([C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)O)O)O
InChI InChI=1S/C29H40O11/c1-12-6-18(30)29(35)24(37-12)38-16-8-14-9-19-28(40-19)22(25(14,2)10-17(16)39-29)21(32)23(33)26(3)15(4-5-27(26,28)34)13-7-20(31)36-11-13/h7,12,14-19,21-24,30,32-35H,4-6,8-11H2,1-3H3/t12-,14+,15-,16-,17-,18-,19+,21+,22-,23-,24+,25+,26+,27-,28+,29+/m1/s1
InChI Key JTMKPYDTRGCLHF-LWZDKTJUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O11
Molecular Weight 564.60 g/mol
Exact Mass 564.25706209 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.11
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosan-6-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 + 0.9269 92.69%
Caco-2 - 0.8323 83.23%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7433 74.33%
OATP2B1 inhibitior - 0.5907 59.07%
OATP1B1 inhibitior + 0.8867 88.67%
OATP1B3 inhibitior + 0.9696 96.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5613 56.13%
P-glycoprotein inhibitior - 0.4558 45.58%
P-glycoprotein substrate + 0.7630 76.30%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8872 88.72%
CYP3A4 inhibition - 0.8427 84.27%
CYP2C9 inhibition - 0.8495 84.95%
CYP2C19 inhibition - 0.8865 88.65%
CYP2D6 inhibition - 0.9318 93.18%
CYP1A2 inhibition - 0.8755 87.55%
CYP2C8 inhibition - 0.6402 64.02%
CYP inhibitory promiscuity - 0.9558 95.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5720 57.20%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9342 93.42%
Skin irritation - 0.5228 52.28%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7729 77.29%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5586 55.86%
skin sensitisation - 0.8689 86.89%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5340 53.40%
Acute Oral Toxicity (c) I 0.6370 63.70%
Estrogen receptor binding + 0.7149 71.49%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding - 0.5483 54.83%
Glucocorticoid receptor binding + 0.6629 66.29%
Aromatase binding + 0.7490 74.90%
PPAR gamma + 0.6359 63.59%
Honey bee toxicity - 0.7569 75.69%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9747 97.47%

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 97.50% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.00% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.90% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.55% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.23% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.34% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.73% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.93% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.47% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.77% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.70% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.10% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.83% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.10% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.60% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.29% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.17% 100.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.14% 86.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.13% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.59% 94.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.24% 92.86%
CHEMBL4072 P07858 Cathepsin B 83.02% 93.67%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.47% 94.78%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.11% 98.46%

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 speciosa

Cross-Links

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PubChem 163021145
LOTUS LTS0119740
wikiData Q105134853