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(10,14,25-Triacetyloxy-3,22-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-13-yl) 2-hydroxyacetate

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 f2440dee-968d-4c61-beb6-5462b3f94c56
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (10,14,25-triacetyloxy-3,22-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-13-yl) 2-hydroxyacetate
SMILES (Canonical) CC1C=C2C(C3C1C4(C(C3OC(=O)C)C5C(C(C4OC(=O)C)OC(=O)CO)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
SMILES (Isomeric) CC1C=C2C(C3C1C4(C(C3OC(=O)C)C5C(C(C4OC(=O)C)OC(=O)CO)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
InChI InChI=1S/C36H46O15/c1-12-9-18-35(7,36(8,45)32(44)50-18)24-21(12)34(6)22(28(24)46-13(2)38)20-23(29(51-19(41)11-37)31(34)48-15(4)40)33(5)16(25(42)26(20)43)10-17-27(49-17)30(33)47-14(3)39/h9,12,16-17,20-24,26-31,37,43,45H,10-11H2,1-8H3
InChI Key PKCWGPIJGQKWGE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O15
Molecular Weight 718.70 g/mol
Exact Mass 718.28367076 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.39
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (10,14,25-Triacetyloxy-3,22-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-13-yl) 2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9659 96.59%
Caco-2 - 0.8378 83.78%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7416 74.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7943 79.43%
OATP1B3 inhibitior + 0.9066 90.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9795 97.95%
P-glycoprotein inhibitior + 0.7964 79.64%
P-glycoprotein substrate - 0.8474 84.74%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
CYP3A4 inhibition - 0.8448 84.48%
CYP2C9 inhibition - 0.8644 86.44%
CYP2C19 inhibition - 0.8951 89.51%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.8739 87.39%
CYP2C8 inhibition + 0.5489 54.89%
CYP inhibitory promiscuity - 0.7056 70.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4664 46.64%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.6382 63.82%
Skin corrosion - 0.9254 92.54%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5687 56.87%
Micronuclear - 0.5841 58.41%
Hepatotoxicity + 0.5936 59.36%
skin sensitisation - 0.8118 81.18%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6796 67.96%
Acute Oral Toxicity (c) I 0.3855 38.55%
Estrogen receptor binding + 0.7798 77.98%
Androgen receptor binding + 0.7415 74.15%
Thyroid receptor binding + 0.5255 52.55%
Glucocorticoid receptor binding + 0.7256 72.56%
Aromatase binding + 0.6974 69.74%
PPAR gamma + 0.7361 73.61%
Honey bee toxicity - 0.7173 71.73%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9242 92.42%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.12% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.41% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.95% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.45% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.25% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.97% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.55% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.63% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.75% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.09% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.09% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.68% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.68% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.15% 89.00%
CHEMBL2039 P27338 Monoamine oxidase B 84.70% 92.51%
CHEMBL230 P35354 Cyclooxygenase-2 83.83% 89.63%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.07% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 82.39% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.04% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.94% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.28% 99.17%
CHEMBL4208 P20618 Proteasome component C5 80.15% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.05% 85.00%

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 5321590
NPASS NPC108775
LOTUS LTS0004555
wikiData Q105210322