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23-Hydroxytubocapsanolide A

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 99d8642e-887b-4dff-ab11-2d934a5b9773
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,6S,7R,9R,11S,12S,14R,16S,17S)-6-hydroxy-16-[(1R)-1-[(2S,3S)-3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H36O7/c1-12-13(2)24(32)33-23(22(12)31)14(3)27-21(34-27)11-17-15-10-20-28(35-20)19(30)7-6-18(29)26(28,5)16(15)8-9-25(17,27)4/h6-7,14-17,19-23,30-31H,8-11H2,1-5H3/t14-,15-,16+,17+,19+,20-,21-,22+,23+,25+,26+,27-,28-/m1/s1
InChI Key ZTDAKBMARSMGBP-FVMAOMGMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O7
Molecular Weight 484.60 g/mol
Exact Mass 484.24610348 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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CHEBI:66327
5beta,6beta:16alpha,17alpha-diepoxy-4beta,23-dihydroxy-1-oxo-witha-2,24-dienolide
(1S,2R,6S,7R,9R,11S,12S,14R,16S,17S)-6-hydroxy-16-[(1R)-1-[(2S,3S)-3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-3-one
(4beta,5beta,6beta,16alpha,17alpha)-4-Hydroxy-17-{(1R)-1-[(2S,3S)-3-hydroxy-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-5,6:16,17-diepoxyandrost-2-en-1-one
(1S,2R,6S,7R,9R,11S,12S,14R,16S,17S)-6-hydroxy-16-((1R)-1-((2S,3S)-3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl)-2,17-dimethyl-8,15-dioxahexacyclo(9.8.0.02,7.07,9.012,17.014,16)nonadec-4-en-3-one
(4beta,5beta,6beta,16alpha,17alpha)-4-hydroxy-17-((1R)-1-((2S,3S)-3-hydroxy-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-5,6:16,17-diepoxyandrost-2-en-1-one
RefChem:89779
937800-55-0
CHEMBL389413
Q27134874

2D Structure

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2D Structure of 23-Hydroxytubocapsanolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9311 93.11%
Caco-2 - 0.7487 74.87%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7169 71.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior + 0.9722 97.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.7256 72.56%
P-glycoprotein inhibitior - 0.4425 44.25%
P-glycoprotein substrate + 0.5564 55.64%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8911 89.11%
CYP3A4 inhibition - 0.8834 88.34%
CYP2C9 inhibition - 0.9056 90.56%
CYP2C19 inhibition - 0.9301 93.01%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.5798 57.98%
CYP2C8 inhibition + 0.4888 48.88%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5316 53.16%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9451 94.51%
Skin irritation + 0.5620 56.20%
Skin corrosion - 0.8962 89.62%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4292 42.92%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6908 69.08%
skin sensitisation - 0.8059 80.59%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4894 48.94%
Acute Oral Toxicity (c) I 0.3543 35.43%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.7674 76.74%
Thyroid receptor binding + 0.5545 55.45%
Glucocorticoid receptor binding + 0.6883 68.83%
Aromatase binding + 0.7453 74.53%
PPAR gamma + 0.6486 64.86%
Honey bee toxicity - 0.7034 70.34%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.51% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.85% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.93% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.24% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.35% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.31% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.74% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.66% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.80% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.67% 82.69%
CHEMBL4072 P07858 Cathepsin B 83.17% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.71% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.35% 90.71%
CHEMBL1914 P06276 Butyrylcholinesterase 81.37% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.14% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.87% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.14% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.06% 100.00%

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.
Tubocapsicum anomalum

Cross-Links

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PubChem 16680371
NPASS NPC8374
LOTUS LTS0095222
wikiData Q27134874