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[(1S,2S,4R,5S,7S,9S,10R,11S,12S,13S,14R,15R,16S,17S,22R,23S,25R)-4,10,14-triacetyloxy-22,25-dihydroxy-11,15,17,22,23-pentamethyl-3,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-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 5c3c7955-6a1e-47a8-b834-25dfa27b9dbb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2S,4R,5S,7S,9S,10R,11S,12S,13S,14R,15R,16S,17S,22R,23S,25R)-4,10,14-triacetyloxy-22,25-dihydroxy-11,15,17,22,23-pentamethyl-3,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(26(24)42)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(27(25(20)41)45-13(2)37)11-18-28(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17-,18+,20+,21+,22-,23-,24?,26-,27-,28+,29+,30+,31+,33+,34-,35+,36+/m1/s1
InChI Key HKSRTGSAOLNZLX-IJEOSYNBSA-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 1.70
Atomic LogP (AlogP) 1.41
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,2S,4R,5S,7S,9S,10R,11S,12S,13S,14R,15R,16S,17S,22R,23S,25R)-4,10,14-triacetyloxy-22,25-dihydroxy-11,15,17,22,23-pentamethyl-3,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-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 + 0.9860 98.60%
Caco-2 - 0.8349 83.49%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7022 70.22%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.8805 88.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9753 97.53%
P-glycoprotein inhibitior + 0.8162 81.62%
P-glycoprotein substrate - 0.7341 73.41%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8368 83.68%
CYP2C9 inhibition - 0.9181 91.81%
CYP2C19 inhibition - 0.9142 91.42%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8882 88.82%
CYP2C8 inhibition + 0.5274 52.74%
CYP inhibitory promiscuity - 0.8439 84.39%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.5145 51.45%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.6178 61.78%
Skin corrosion - 0.8925 89.25%
Ames mutagenesis - 0.7037 70.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5842 58.42%
Micronuclear + 0.5259 52.59%
Hepatotoxicity + 0.6567 65.67%
skin sensitisation - 0.7514 75.14%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7052 70.52%
Acute Oral Toxicity (c) III 0.3766 37.66%
Estrogen receptor binding + 0.7710 77.10%
Androgen receptor binding + 0.7317 73.17%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.7306 73.06%
Aromatase binding + 0.6677 66.77%
PPAR gamma + 0.7370 73.70%
Honey bee toxicity - 0.6502 65.02%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5535 55.35%
Fish aquatic toxicity + 0.9591 95.91%

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 99.52% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.63% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.77% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.94% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.04% 85.14%
CHEMBL2039 P27338 Monoamine oxidase B 90.03% 92.51%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.05% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.04% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.98% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.58% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.16% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.92% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.83% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.78% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.31% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.71% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 82.32% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.70% 85.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.20% 92.94%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.67% 89.50%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.37% 86.00%

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 102066519
LOTUS LTS0165149
wikiData Q105029944