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[(1S,2R,3R,7S,9S,10R,11S,12S,14S,15R,16S,17S,22S,23S,24S,25R)-3,10,25-triacetyloxy-5,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl] acetate

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 b9240950-16ba-4210-9446-df07edf6c243
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,3R,7S,9S,10R,11S,12S,14S,15R,16S,17S,22S,23S,24S,25R)-3,10,25-triacetyloxy-5,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl] acetate
SMILES (Canonical) CC1C=C2C(C3C1C4(C(CC5C(C4C3OC(=O)C)C(C(=O)C6(C5(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)OC(=O)C)C)(C(C(=O)O2)(C)O)C
SMILES (Isomeric) C[C@@H]1C=C2[C@@]([C@@H]3[C@H]1[C@]4([C@H](C[C@H]5[C@H]([C@@H]4[C@H]3OC(=O)C)[C@H](C(=O)C6([C@@]5([C@H]([C@@H]7[C@H](C6)O7)OC(=O)C)C)O)OC(=O)C)OC(=O)C)C)([C@](C(=O)O2)(C)O)C
InChI InChI=1S/C36H46O14/c1-13-10-21-34(8,35(9,43)31(42)50-21)25-23(13)32(6)20(45-14(2)37)11-18-22(24(32)28(25)47-16(4)39)27(46-15(3)38)29(41)36(44)12-19-26(49-19)30(33(18,36)7)48-17(5)40/h10,13,18-20,22-28,30,43-44H,11-12H2,1-9H3/t13-,18+,19+,20+,22-,23+,24-,25-,26+,27-,28-,30+,32-,33+,34+,35-,36?/m1/s1
InChI Key ZRWWYVUAXZPRPW-OVBWWQGESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O14
Molecular Weight 702.70 g/mol
Exact Mass 702.28875614 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.56
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,7S,9S,10R,11S,12S,14S,15R,16S,17S,22S,23S,24S,25R)-3,10,25-triacetyloxy-5,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9790 97.90%
Caco-2 - 0.8308 83.08%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6731 67.31%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8362 83.62%
OATP1B3 inhibitior + 0.9007 90.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9475 94.75%
P-glycoprotein inhibitior + 0.8164 81.64%
P-glycoprotein substrate - 0.6515 65.15%
CYP3A4 substrate + 0.7167 71.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7163 71.63%
CYP2C9 inhibition - 0.8878 88.78%
CYP2C19 inhibition - 0.8912 89.12%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8275 82.75%
CYP2C8 inhibition + 0.6225 62.25%
CYP inhibitory promiscuity - 0.8929 89.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4687 46.87%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.5637 56.37%
Skin corrosion - 0.8995 89.95%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6118 61.18%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5942 59.42%
skin sensitisation - 0.7964 79.64%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.8015 80.15%
Acute Oral Toxicity (c) I 0.4570 45.70%
Estrogen receptor binding + 0.7827 78.27%
Androgen receptor binding + 0.7453 74.53%
Thyroid receptor binding + 0.5688 56.88%
Glucocorticoid receptor binding + 0.7162 71.62%
Aromatase binding + 0.7110 71.10%
PPAR gamma + 0.7301 73.01%
Honey bee toxicity - 0.6516 65.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9692 96.92%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.66% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.89% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.66% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.47% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 92.49% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.34% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.99% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.00% 93.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.09% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.03% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.79% 96.77%
CHEMBL4208 P20618 Proteasome component C5 86.71% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.01% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.23% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.11% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.72% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.22% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.97% 97.36%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.24% 97.21%

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.
Tacca chantrieri

Cross-Links

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PubChem 101259327
NPASS NPC215966
LOTUS LTS0151773
wikiData Q105382296