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methyl (1S,2R,3S,4R,5R,6S,8R,11R,12R,15S,16S,21R,22R,23R,24S)-3,4,23,24-tetraacetyloxy-22-(acetyloxymethyl)-11-hydroxy-2,5,15,21-tetramethyl-9-methylidene-19-oxo-7,20-dioxahexacyclo[13.9.0.02,12.05,11.06,8.016,22]tetracos-17-ene-6-carboxylate

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 d31fe585-80cb-4d76-b9ef-a0df57af8af7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl (1S,2R,3S,4R,5R,6S,8R,11R,12R,15S,16S,21R,22R,23R,24S)-3,4,23,24-tetraacetyloxy-22-(acetyloxymethyl)-11-hydroxy-2,5,15,21-tetramethyl-9-methylidene-19-oxo-7,20-dioxahexacyclo[13.9.0.02,12.05,11.06,8.016,22]tetracos-17-ene-6-carboxylate
SMILES (Canonical) CC1C2(C(C=CC(=O)O1)C3(CCC4C(C3C(C2OC(=O)C)OC(=O)C)(C(C(C5(C4(CC(=C)C6C5(O6)C(=O)OC)O)C)OC(=O)C)OC(=O)C)C)C)COC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@]2([C@@H](C=CC(=O)O1)[C@@]3(CC[C@@H]4[C@@]([C@H]3[C@@H]([C@@H]2OC(=O)C)OC(=O)C)([C@@H]([C@@H]([C@@]5([C@]4(CC(=C)[C@@H]6[C@]5(O6)C(=O)OC)O)C)OC(=O)C)OC(=O)C)C)C)COC(=O)C
InChI InChI=1S/C40H52O16/c1-18-16-39(48)26-14-15-35(8)25-12-13-27(46)51-19(2)38(25,17-50-20(3)41)31(53-22(5)43)28(52-21(4)42)29(35)36(26,9)32(54-23(6)44)33(55-24(7)45)37(39,10)40(30(18)56-40)34(47)49-11/h12-13,19,25-26,28-33,48H,1,14-17H2,2-11H3/t19-,25+,26-,28+,29+,30-,31+,32-,33+,35+,36+,37-,38-,39-,40+/m1/s1
InChI Key HPIDWIFHVWYABU-TVMKDUJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O16
Molecular Weight 788.80 g/mol
Exact Mass 788.32553557 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 16
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2R,3S,4R,5R,6S,8R,11R,12R,15S,16S,21R,22R,23R,24S)-3,4,23,24-tetraacetyloxy-22-(acetyloxymethyl)-11-hydroxy-2,5,15,21-tetramethyl-9-methylidene-19-oxo-7,20-dioxahexacyclo[13.9.0.02,12.05,11.06,8.016,22]tetracos-17-ene-6-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.8445 84.45%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7365 73.65%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.7945 79.45%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5886 58.86%
BSEP inhibitior + 0.9793 97.93%
P-glycoprotein inhibitior + 0.8168 81.68%
P-glycoprotein substrate + 0.6340 63.40%
CYP3A4 substrate + 0.7273 72.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9096 90.96%
CYP3A4 inhibition - 0.5357 53.57%
CYP2C9 inhibition - 0.6854 68.54%
CYP2C19 inhibition - 0.7963 79.63%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.7862 78.62%
CYP2C8 inhibition + 0.6106 61.06%
CYP inhibitory promiscuity - 0.9571 95.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9007 90.07%
Skin irritation - 0.5645 56.45%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3820 38.20%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7014 70.14%
skin sensitisation - 0.8545 85.45%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4788 47.88%
Acute Oral Toxicity (c) III 0.4297 42.97%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding + 0.7761 77.61%
Aromatase binding + 0.6912 69.12%
PPAR gamma + 0.7520 75.20%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9869 98.69%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.07% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.74% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.05% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 92.44% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.77% 91.07%
CHEMBL2581 P07339 Cathepsin D 90.23% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.38% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.93% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.75% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 86.72% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.65% 82.69%
CHEMBL5028 O14672 ADAM10 85.28% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.45% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.39% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 82.74% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.73% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.50% 92.62%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.84% 94.42%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.65% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.06% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.05% 97.09%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.01% 95.36%

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.
Spachea lactescens

Cross-Links

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PubChem 162846818
LOTUS LTS0220276
wikiData Q105031711