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Metaplexigenin

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 6ad987a8-60f6-4355-a9c7-065429af6b26
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical) CC(=O)C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C)C)O)O
SMILES (Isomeric) CC(=O)[C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)C)C)O)O
InChI InChI=1S/C23H34O7/c1-13(24)21(27)9-10-23(29)20(21,4)18(30-14(2)25)12-17-19(3)7-6-16(26)11-15(19)5-8-22(17,23)28/h5,16-18,26-29H,6-12H2,1-4H3/t16-,17+,18+,19-,20+,21+,22-,23+/m0/s1
InChI Key RGWATMSCHWACQV-KTUMBQNLSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O7
Molecular Weight 422.50 g/mol
Exact Mass 422.23045342 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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CHEMBL470980
RGWATMSCHWACQV-KTUMBQNLSA-N
14.beta.,17.alpha.-Pregn-5-en-20-one, 3.beta.,8,12.beta.,14,17-pentahydroxy-, 12-acetate
3,8,14,17-Tetrahydroxy-20-oxopregn-5-en-12-yl acetate, (3.beta.,12.beta.,14.beta.,17.alpha.)-
Pregn-5-en-20-one, 12-(acetyloxy)-3,8,14,17-tetrahydroxy-, (3.beta.,12.beta.,14.beta.,17.alpha.)-

2D Structure

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2D Structure of Metaplexigenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9684 96.84%
Caco-2 - 0.5783 57.83%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8197 81.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8953 89.53%
OATP1B3 inhibitior - 0.2239 22.39%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7624 76.24%
BSEP inhibitior + 0.7668 76.68%
P-glycoprotein inhibitior - 0.7622 76.22%
P-glycoprotein substrate - 0.5450 54.50%
CYP3A4 substrate + 0.7123 71.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8665 86.65%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.8373 83.73%
CYP2C19 inhibition - 0.8349 83.49%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.5705 57.05%
CYP inhibitory promiscuity - 0.9654 96.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6335 63.35%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9390 93.90%
Skin irritation + 0.6775 67.75%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5606 56.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.8548 85.48%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6415 64.15%
Acute Oral Toxicity (c) IV 0.4714 47.14%
Estrogen receptor binding + 0.8043 80.43%
Androgen receptor binding + 0.7286 72.86%
Thyroid receptor binding + 0.5879 58.79%
Glucocorticoid receptor binding + 0.8052 80.52%
Aromatase binding + 0.7291 72.91%
PPAR gamma - 0.5709 57.09%
Honey bee toxicity - 0.6522 65.22%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9950 99.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.10% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.66% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.62% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.15% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.31% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.07% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.94% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.59% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.12% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.29% 92.94%

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.
Asclepias incarnata

Cross-Links

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PubChem 22212439
LOTUS LTS0109103
wikiData Q105236110