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[(1S,2S,3S,5R,7S,9S,10R,11S,12S,14S,15S,16S,17S,22R,23S)-10-acetyloxy-3,5,22-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 90aa6331-d78c-4854-b23b-5832f5b25817
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2S,3S,5R,7S,9S,10R,11S,12S,14S,15S,16S,17S,22R,23S)-10-acetyloxy-3,5,22-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(C3)C5C(CC4OC(=O)C)C6(C(C7C(O7)CC6(C(=O)C5O)O)OC(=O)C)C)C)(C(C(=O)O2)(C)O)C
SMILES (Isomeric) C[C@@H]1C=C2[C@@](C3[C@H]1[C@]4([C@H](C[C@H]5[C@H]([C@@H]4C3)[C@@H](C(=O)[C@@]6([C@@]5([C@H]([C@@H]7[C@H](C6)O7)OC(=O)C)C)O)O)OC(=O)C)C)([C@@](C(=O)O2)(C)O)C
InChI InChI=1S/C32H42O11/c1-12-8-20-29(5,31(7,38)27(37)43-20)17-9-15-21-16(10-19(40-13(2)33)28(15,4)22(12)17)30(6)26(41-14(3)34)24-18(42-24)11-32(30,39)25(36)23(21)35/h8,12,15-19,21-24,26,35,38-39H,9-11H2,1-7H3/t12-,15+,16+,17?,18+,19+,21+,22+,23+,24+,26+,28-,29-,30+,31+,32+/m1/s1
InChI Key ZOGJINYVFZQGPT-AIEBODJCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O11
Molecular Weight 602.70 g/mol
Exact Mass 602.27271215 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.44
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,5R,7S,9S,10R,11S,12S,14S,15S,16S,17S,22R,23S)-10-acetyloxy-3,5,22-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 - 0.7943 79.43%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6116 61.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9429 94.29%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate - 0.6945 69.45%
CYP3A4 substrate + 0.7041 70.41%
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 + 0.5970 59.70%
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 - 0.9058 90.58%
Skin irritation - 0.5806 58.06%
Skin corrosion - 0.8999 89.99%
Ames mutagenesis - 0.5154 51.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5327 53.27%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8027 80.27%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7093 70.93%
Acute Oral Toxicity (c) I 0.4291 42.91%
Estrogen receptor binding + 0.7726 77.26%
Androgen receptor binding + 0.7366 73.66%
Thyroid receptor binding + 0.5384 53.84%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.7489 74.89%
PPAR gamma + 0.7023 70.23%
Honey bee toxicity - 0.6590 65.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
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 99.66% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.21% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.15% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.14% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.93% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.44% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.86% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.77% 93.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.31% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.16% 96.77%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 85.14% 92.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.05% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.32% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.31% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.60% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.91% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.75% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 80.54% 90.17%
CHEMBL4208 P20618 Proteasome component C5 80.30% 90.00%

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 plantaginea

Cross-Links

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PubChem 102066112
LOTUS LTS0006387
wikiData Q105380461