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[(1S,2R,3R,7S,9R,11S,12S,15R,16S,17S,22S,23S,24S,25R)-3,25-diacetyloxy-5,10,22-trihydroxy-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 5d1f85c5-5eff-4945-b120-9ace2be423af
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,3R,7S,9R,11S,12S,15R,16S,17S,22S,23S,24S,25R)-3,25-diacetyloxy-5,10,22-trihydroxy-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)O)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@H]3OC(=O)C)[C@H]5[C@H](CC4OC(=O)C)[C@]6(C([C@@H]7[C@@H](O7)CC6(C(=O)[C@@H]5OC(=O)C)O)O)C)C)([C@](C(=O)O2)(C)O)C
InChI InChI=1S/C34H44O13/c1-12-9-19-32(7,33(8,41)29(40)47-19)23-21(12)30(5)18(43-13(2)35)10-16-20(22(30)26(23)45-15(4)37)25(44-14(3)36)28(39)34(42)11-17-24(46-17)27(38)31(16,34)6/h9,12,16-18,20-27,38,41-42H,10-11H2,1-8H3/t12-,16+,17+,18?,20-,21+,22-,23-,24+,25-,26-,27?,30-,31+,32+,33-,34?/m1/s1
InChI Key FMVXNISZSAYVKE-ZLZBHPAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O13
Molecular Weight 660.70 g/mol
Exact Mass 660.27819145 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,7S,9R,11S,12S,15R,16S,17S,22S,23S,24S,25R)-3,25-diacetyloxy-5,10,22-trihydroxy-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 + 0.9590 95.90%
Caco-2 - 0.8237 82.37%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6116 61.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8358 83.58%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9137 91.37%
P-glycoprotein inhibitior + 0.7745 77.45%
P-glycoprotein substrate - 0.6279 62.79%
CYP3A4 substrate + 0.7275 72.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.6917 69.17%
CYP2C9 inhibition - 0.8783 87.83%
CYP2C19 inhibition - 0.9012 90.12%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.8492 84.92%
CYP2C8 inhibition + 0.5920 59.20%
CYP inhibitory promiscuity - 0.8656 86.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4542 45.42%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.5806 58.06%
Skin corrosion - 0.8999 89.99%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5578 55.78%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.6192 61.92%
skin sensitisation - 0.8027 80.27%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.8451 84.51%
Acute Oral Toxicity (c) I 0.4291 42.91%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding + 0.5400 54.00%
Glucocorticoid receptor binding + 0.6973 69.73%
Aromatase binding + 0.7047 70.47%
PPAR gamma + 0.7128 71.28%
Honey bee toxicity - 0.6665 66.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9620 96.20%

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 99.51% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.88% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.17% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.03% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 90.78% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.23% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.96% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.66% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.02% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.68% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.99% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.81% 89.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.71% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.40% 93.00%
CHEMBL4208 P20618 Proteasome component C5 83.39% 90.00%
CHEMBL299 P17252 Protein kinase C alpha 82.95% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.91% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.33% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.27% 97.36%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.13% 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 101259330
LOTUS LTS0162333
wikiData Q104998090