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Presenegenin

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 b326a80e-8547-4195-81df-1a8aeacab751
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-2,3-dihydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)C2C1)CO)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)CO)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O)O)O)C
InChI InChI=1S/C30H46O7/c1-25(2)10-11-29(24(36)37)12-13-30(16-31)17(18(29)14-25)6-7-20-26(3)15-19(32)22(33)28(5,23(34)35)21(26)8-9-27(20,30)4/h6,18-22,31-33H,7-16H2,1-5H3,(H,34,35)(H,36,37)/t18-,19-,20+,21+,22-,26+,27+,28-,29-,30-/m0/s1
InChI Key VGTALXLMFZXQSK-XIZCRSLYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O7
Molecular Weight 518.70 g/mol
Exact Mass 518.32435380 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.24
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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SCHEMBL1050055
(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-2,3-dihydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

2D Structure

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2D Structure of Presenegenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9594 95.94%
Caco-2 - 0.7121 71.21%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8829 88.29%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.8214 82.14%
OATP1B3 inhibitior - 0.5716 57.16%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5449 54.49%
BSEP inhibitior + 0.6993 69.93%
P-glycoprotein inhibitior - 0.6846 68.46%
P-glycoprotein substrate - 0.6806 68.06%
CYP3A4 substrate + 0.6426 64.26%
CYP2C9 substrate - 0.8196 81.96%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8129 81.29%
CYP2C9 inhibition - 0.8455 84.55%
CYP2C19 inhibition - 0.9125 91.25%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9198 91.98%
CYP2C8 inhibition - 0.6362 63.62%
CYP inhibitory promiscuity - 0.9623 96.23%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7350 73.50%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9284 92.84%
Skin irritation + 0.5145 51.45%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5425 54.25%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7436 74.36%
skin sensitisation - 0.8758 87.58%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5550 55.50%
Acute Oral Toxicity (c) III 0.8037 80.37%
Estrogen receptor binding + 0.7356 73.56%
Androgen receptor binding + 0.7227 72.27%
Thyroid receptor binding + 0.5226 52.26%
Glucocorticoid receptor binding + 0.7206 72.06%
Aromatase binding + 0.6795 67.95%
PPAR gamma + 0.5725 57.25%
Honey bee toxicity - 0.8854 88.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9905 99.05%

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 95.00% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.61% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.32% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.18% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.58% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.30% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 85.89% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.11% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.57% 100.00%
CHEMBL5028 O14672 ADAM10 82.23% 97.50%
CHEMBL2581 P07339 Cathepsin D 81.55% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.40% 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.
Polygala sibirica
Polygala tenuifolia

Cross-Links

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PubChem 21594224
NPASS NPC37320