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Taccalonolide B

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 1e682601-75fe-456e-a7cf-1875888573cb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14-diacetyloxy-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-13-yl] acetate
SMILES (Canonical) CC1C=C2C(C3C1C4(C(C3O)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)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]3O)[C@H]5[C@H]([C@@H]([C@@H]4OC(=O)C)OC(=O)C)[C@@]6([C@H](C[C@H]7[C@@H]([C@@H]6OC(=O)C)O7)C(=O)[C@@H]5O)C)C)([C@](C(=O)O2)(C)O)C
InChI InChI=1S/C34H44O13/c1-11-9-17-33(7,34(8,42)30(41)47-17)22-19(11)32(6)20(25(22)40)18-21(27(43-12(2)35)29(32)45-14(4)37)31(5)15(23(38)24(18)39)10-16-26(46-16)28(31)44-13(3)36/h9,11,15-16,18-22,24-29,39-40,42H,10H2,1-8H3/t11-,15-,16+,18+,19+,20-,21-,22+,24-,25-,26+,27+,28+,29+,31+,32-,33+,34-/m1/s1
InChI Key FFQOXBQSZPYHSA-MPOUNFKCSA-N
Popularity 4 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 1.10
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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108885-69-4
[(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14-diacetyloxy-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-13-yl] acetate
CHEMBL1821839
FFQOXBQSZPYHSA-MPOUNFKCSA-N
DTXSID601099963
HY-N3028
AKOS037515196
FS-7070
CS-0023035
16,24-Cycloergost-22-en-26-oic acid, 1,11,12-tris(acetyloxy)-2,3-epoxy-7,15,23,25-tetrahydroxy-6-oxo-, gamma-lactone, (1alpha,2alpha,3alpha,5alpha,7beta,11alpha,12alpha,15alpha,16beta,24beta,25S)-

2D Structure

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2D Structure of Taccalonolide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.8212 82.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7041 70.41%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8218 82.18%
OATP1B3 inhibitior + 0.8937 89.37%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9561 95.61%
P-glycoprotein inhibitior + 0.7782 77.82%
P-glycoprotein substrate - 0.9231 92.31%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8138 81.38%
CYP2C9 inhibition - 0.8944 89.44%
CYP2C19 inhibition - 0.8921 89.21%
CYP2D6 inhibition - 0.9289 92.89%
CYP1A2 inhibition - 0.8566 85.66%
CYP2C8 inhibition + 0.4650 46.50%
CYP inhibitory promiscuity - 0.7819 78.19%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5182 51.82%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.6113 61.13%
Skin corrosion - 0.8936 89.36%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition - 0.6279 62.79%
Micronuclear + 0.5159 51.59%
Hepatotoxicity + 0.6317 63.17%
skin sensitisation - 0.7785 77.85%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6134 61.34%
Acute Oral Toxicity (c) I 0.3448 34.48%
Estrogen receptor binding + 0.7586 75.86%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding + 0.5310 53.10%
Glucocorticoid receptor binding + 0.7129 71.29%
Aromatase binding + 0.6833 68.33%
PPAR gamma + 0.7203 72.03%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9614 96.14%

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 98.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.28% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.20% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 93.95% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.57% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.74% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.24% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.24% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 90.14% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 87.58% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.58% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.59% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.48% 85.14%
CHEMBL4208 P20618 Proteasome component C5 84.56% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.81% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.66% 93.00%
CHEMBL2039 P27338 Monoamine oxidase B 83.33% 92.51%
CHEMBL5255 O00206 Toll-like receptor 4 82.55% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 81.95% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.81% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.53% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.42% 99.23%

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
Tacca plantaginea

Cross-Links

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PubChem 56662029
LOTUS LTS0103703
wikiData Q104394154