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[(1S,2R,3R,5S,7S,9S,10R,11R,12S,14S,15R,16S,17S,22S,23S,24S,25R)-10-acetyloxy-3,22,25-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 4989b810-784b-4425-8ff7-7fad5328e77d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,3R,5S,7S,9S,10R,11R,12S,14S,15R,16S,17S,22S,23S,24S,25R)-10-acetyloxy-3,22,25-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(C4C3O)C(C(=O)C6C5(C(C7C(C6)O7)OC(=O)C)C)O)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]3O)[C@H](C(=O)[C@@H]6[C@@]5([C@H]([C@@H]7[C@H](C6)O7)OC(=O)C)C)O)OC(=O)C)C)([C@](C(=O)O2)(C)O)C
InChI InChI=1S/C32H42O11/c1-11-8-18-31(6,32(7,39)28(38)43-18)22-20(11)30(5)17(40-12(2)33)10-14-19(21(30)25(22)37)24(36)23(35)15-9-16-26(42-16)27(29(14,15)4)41-13(3)34/h8,11,14-17,19-22,24-27,36-37,39H,9-10H2,1-7H3/t11-,14+,15-,16+,17+,19-,20+,21-,22-,24-,25-,26+,27+,29-,30-,31+,32-/m1/s1
InChI Key SUJYKRDHFVJLFT-CADLGUROSA-N
Popularity 1 reference 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 1.50
Atomic LogP (AlogP) 1.30
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,2R,3R,5S,7S,9S,10R,11R,12S,14S,15R,16S,17S,22S,23S,24S,25R)-10-acetyloxy-3,22,25-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 + 0.9746 97.46%
Caco-2 - 0.8016 80.16%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7222 72.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8301 83.01%
OATP1B3 inhibitior + 0.8715 87.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9485 94.85%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate - 0.9363 93.63%
CYP3A4 substrate + 0.7039 70.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8064 80.64%
CYP2C9 inhibition - 0.8787 87.87%
CYP2C19 inhibition - 0.8800 88.00%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.7861 78.61%
CYP2C8 inhibition + 0.5291 52.91%
CYP inhibitory promiscuity - 0.8438 84.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4574 45.74%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.5874 58.74%
Skin corrosion - 0.8991 89.91%
Ames mutagenesis - 0.6378 63.78%
Human Ether-a-go-go-Related Gene inhibition - 0.6010 60.10%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5942 59.42%
skin sensitisation - 0.7879 78.79%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6962 69.62%
Acute Oral Toxicity (c) I 0.3934 39.34%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding + 0.5486 54.86%
Glucocorticoid receptor binding + 0.7255 72.55%
Aromatase binding + 0.7002 70.02%
PPAR gamma + 0.7038 70.38%
Honey bee toxicity - 0.6980 69.80%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5602 56.02%
Fish aquatic toxicity + 0.9791 97.91%

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 99.58% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.10% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.09% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.00% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.33% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.17% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.47% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.37% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.01% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.32% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.12% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.26% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.80% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.61% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.57% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.76% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.21% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.43% 97.14%
CHEMBL4208 P20618 Proteasome component C5 81.29% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.74% 85.00%
CHEMBL3401 O75469 Pregnane X receptor 80.34% 94.73%

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 101259326
NPASS NPC171869
LOTUS LTS0094814
wikiData Q105261009