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20-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 fd1db510-3cfc-4374-b57e-39d9dfe13983
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)-16-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C23C(O2)CC4C3(CCC5C4CC6C7(C5(C(=O)C=CC7O)C)O6)C)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@]23[C@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C=C[C@@H]7O)C)O6)C)O)C
InChI InChI=1S/C28H36O7/c1-13-10-20(33-23(31)14(13)2)26(5,32)28-22(35-28)12-17-15-11-21-27(34-21)19(30)7-6-18(29)25(27,4)16(15)8-9-24(17,28)3/h6-7,15-17,19-22,30,32H,8-12H2,1-5H3/t15-,16+,17+,19+,20-,21-,22-,24+,25+,26+,27-,28-/m1/s1
InChI Key ONOYEGAYNUISOH-QTRSZHGFSA-N
Popularity 1 reference 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 1.70
Atomic LogP (AlogP) 2.63
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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CHEBI:66326
CHEMBL447848
Q27134873
5beta,6beta:16alpha,17alpha-diepoxy-4beta,20-dihydroxy-1-oxo-witha-2,24-dienolide
(1S,2R,6S,7R,9R,11S,12S,14R,16S,17S)-16-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-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)-17-{(1S)-1-[(2R)-4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl}-4-hydroxy-5,6:16,17-diepoxyandrost-2-en-1-one

2D Structure

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2D Structure of 20-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 + 0.9485 94.85%
Caco-2 - 0.6997 69.97%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7352 73.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8272 82.72%
OATP1B3 inhibitior + 0.9074 90.74%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.7235 72.35%
P-glycoprotein inhibitior - 0.4400 44.00%
P-glycoprotein substrate + 0.5705 57.05%
CYP3A4 substrate + 0.7306 73.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8956 89.56%
CYP3A4 inhibition - 0.8598 85.98%
CYP2C9 inhibition - 0.8654 86.54%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition - 0.6315 63.15%
CYP2C8 inhibition + 0.5934 59.34%
CYP inhibitory promiscuity - 0.9632 96.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5701 57.01%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9432 94.32%
Skin irritation + 0.5378 53.78%
Skin corrosion - 0.9027 90.27%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3776 37.76%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5774 57.74%
skin sensitisation - 0.8099 80.99%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7968 79.68%
Acute Oral Toxicity (c) I 0.3175 31.75%
Estrogen receptor binding + 0.8577 85.77%
Androgen receptor binding + 0.7831 78.31%
Thyroid receptor binding + 0.5983 59.83%
Glucocorticoid receptor binding + 0.7717 77.17%
Aromatase binding + 0.8136 81.36%
PPAR gamma + 0.6931 69.31%
Honey bee toxicity - 0.7754 77.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9852 98.52%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.28% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.81% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.20% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.69% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.10% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 85.82% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.60% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.38% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.05% 96.61%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.22% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.94% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.55% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.54% 91.11%
CHEMBL1871 P10275 Androgen Receptor 82.79% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.98% 82.69%
CHEMBL2581 P07339 Cathepsin D 81.90% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.60% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.39% 97.79%
CHEMBL1902 P62942 FK506-binding protein 1A 81.17% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.28% 96.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.24% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.14% 95.89%

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 16680370
NPASS NPC153700
LOTUS LTS0144987
wikiData Q27134873