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Paniculogenin

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 4af43473-4999-47a7-9cc1-bd37cd3f8869
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,3'S,4S,5'S,6S,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-3',16,19-triol
SMILES (Canonical) CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)O)C)C)OC1)O
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)C)C)OC1)O
InChI InChI=1S/C27H44O5/c1-14-9-23(30)27(31-13-14)15(2)24-22(32-27)12-19-17-11-21(29)20-10-16(28)5-7-25(20,3)18(17)6-8-26(19,24)4/h14-24,28-30H,5-13H2,1-4H3/t14-,15-,16-,17+,18-,19-,20+,21-,22-,23-,24-,25+,26-,27-/m0/s1
InChI Key GDFVLFBHNREYBP-WHFCIYBYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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16750-37-1
(25S)-5alpha-spirostan-3beta,6alpha,23S-triol
(23S,25S)-5alpha-Spirostane-3beta,6alpha,23-triol
(1R,2S,3'S,4S,5'S,6S,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-3',16,19-triol
5.alpha.-Spirostan-3.beta.,6.alpha.,23-triol, (23S,25S)-
Spirostan-3,6,23-triol, (3.beta.,5.alpha.,6.alpha.,23S,25S)-
LMST01080021

2D Structure

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2D Structure of Paniculogenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9478 94.78%
Caco-2 - 0.6702 67.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6967 69.67%
OATP2B1 inhibitior - 0.5748 57.48%
OATP1B1 inhibitior + 0.9128 91.28%
OATP1B3 inhibitior - 0.2713 27.13%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5852 58.52%
BSEP inhibitior - 0.6782 67.82%
P-glycoprotein inhibitior - 0.6929 69.29%
P-glycoprotein substrate - 0.5406 54.06%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 0.7880 78.80%
CYP2D6 substrate - 0.7331 73.31%
CYP3A4 inhibition - 0.9454 94.54%
CYP2C9 inhibition - 0.9289 92.89%
CYP2C19 inhibition - 0.9213 92.13%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8602 86.02%
CYP2C8 inhibition - 0.5580 55.80%
CYP inhibitory promiscuity - 0.9690 96.90%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5974 59.74%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.6885 68.85%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5171 51.71%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9112 91.12%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.5988 59.88%
Acute Oral Toxicity (c) III 0.5413 54.13%
Estrogen receptor binding + 0.6910 69.10%
Androgen receptor binding + 0.6449 64.49%
Thyroid receptor binding + 0.6453 64.53%
Glucocorticoid receptor binding + 0.7423 74.23%
Aromatase binding + 0.6918 69.18%
PPAR gamma + 0.5477 54.77%
Honey bee toxicity - 0.6492 64.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.7937 79.37%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.26% 96.61%
CHEMBL204 P00734 Thrombin 94.57% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.26% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.96% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.38% 92.94%
CHEMBL1871 P10275 Androgen Receptor 89.63% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.51% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 89.37% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.58% 89.05%
CHEMBL242 Q92731 Estrogen receptor beta 88.42% 98.35%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.28% 97.25%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.93% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.71% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.86% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.98% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.26% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.69% 82.69%
CHEMBL237 P41145 Kappa opioid receptor 82.63% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.31% 95.58%
CHEMBL233 P35372 Mu opioid receptor 81.61% 97.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.78% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.24% 92.88%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.00% 97.21%

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.
Andrographis paniculata
Solanum torvum

Cross-Links

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PubChem 637463
NPASS NPC60593