Saikogenin E

Details

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Internal ID d1988671-c7f6-4ec9-a060-42f1e5e0d843
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5R,8R,10S,13S,14R,17S,18R)-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-ene-2,10-diol
SMILES (Canonical) CC1(CCC23COC4(C2C1)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C=C[C@@]45[C@]3(C[C@@H]([C@@]6([C@H]4CC(CC6)(C)C)CO5)O)C)C)(C)C)O
InChI InChI=1S/C30H48O3/c1-24(2)14-15-29-18-33-30(21(29)16-24)13-9-20-26(5)11-10-22(31)25(3,4)19(26)8-12-27(20,6)28(30,7)17-23(29)32/h9,13,19-23,31-32H,8,10-12,14-18H2,1-7H3/t19-,20+,21+,22-,23-,26-,27+,28-,29+,30-/m0/s1
InChI Key IUXCCCANLLMMGX-KTLSIJAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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13,28-Epoxyolean-11-ene-3beta,16beta-diol
Saikogenin E
(1S,2S,4S,5R,8R,10S,13S,14R,17S,18R)-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-ene-2,10-diol
SCHEMBL1046353
CHEBI:189821

2D Structure

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2D Structure of Saikogenin E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.5166 51.66%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6079 60.79%
OATP2B1 inhibitior - 0.7207 72.07%
OATP1B1 inhibitior + 0.8920 89.20%
OATP1B3 inhibitior + 0.9531 95.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6833 68.33%
BSEP inhibitior + 0.8480 84.80%
P-glycoprotein inhibitior - 0.7221 72.21%
P-glycoprotein substrate - 0.7316 73.16%
CYP3A4 substrate + 0.6746 67.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7226 72.26%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.7716 77.16%
CYP2C19 inhibition - 0.7869 78.69%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.7503 75.03%
CYP2C8 inhibition - 0.6112 61.12%
CYP inhibitory promiscuity - 0.8528 85.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5504 55.04%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.6793 67.93%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6546 65.46%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7930 79.30%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7218 72.18%
Acute Oral Toxicity (c) III 0.4809 48.09%
Estrogen receptor binding + 0.8122 81.22%
Androgen receptor binding + 0.7322 73.22%
Thyroid receptor binding + 0.6900 69.00%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.7265 72.65%
PPAR gamma + 0.6021 60.21%
Honey bee toxicity - 0.7523 75.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9672 96.72%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.44% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.00% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.21% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.73% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.14% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.60% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 84.53% 95.00%
CHEMBL2581 P07339 Cathepsin D 83.69% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.40% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.98% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.64% 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.
Bupleurum falcatum

Cross-Links

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PubChem 21594254
LOTUS LTS0007997
wikiData Q104246806