(1R,2R,5R,7S,10R,11R,13R,15R,18R,19S,22R)-15-ethyl-1,2,6,6,10,18-hexamethyl-14,23-dioxahexacyclo[11.8.1.115,18.02,11.05,10.019,22]tricosan-7-ol

Details

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Internal ID 102e7de2-d18a-42e3-b348-394e25391c43
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2R,5R,7S,10R,11R,13R,15R,18R,19S,22R)-15-ethyl-1,2,6,6,10,18-hexamethyl-14,23-dioxahexacyclo[11.8.1.115,18.02,11.05,10.019,22]tricosan-7-ol
SMILES (Canonical) CCC12CCC(O1)(C3CCC4(C3C(O2)CC5C4(CCC6C5(CCC(C6(C)C)O)C)C)C)C
SMILES (Isomeric) CC[C@]12CC[C@@](O1)([C@H]3CC[C@@]4([C@@H]3[C@H](O2)C[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O)C)C)C)C
InChI InChI=1S/C29H48O3/c1-8-29-16-15-28(7,32-29)18-9-13-27(6)23(18)19(31-29)17-21-25(4)12-11-22(30)24(2,3)20(25)10-14-26(21,27)5/h18-23,30H,8-17H2,1-7H3/t18-,19+,20-,21+,22-,23-,25-,26+,27+,28+,29+/m0/s1
InChI Key ARYWBNCOXVUSSS-QEXOPHBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 38.70 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.72
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5R,7S,10R,11R,13R,15R,18R,19S,22R)-15-ethyl-1,2,6,6,10,18-hexamethyl-14,23-dioxahexacyclo[11.8.1.115,18.02,11.05,10.019,22]tricosan-7-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 + 0.5137 51.37%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5742 57.42%
OATP2B1 inhibitior - 0.5829 58.29%
OATP1B1 inhibitior + 0.8787 87.87%
OATP1B3 inhibitior + 0.8873 88.73%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6322 63.22%
P-glycoprotein inhibitior - 0.7174 71.74%
P-glycoprotein substrate - 0.7158 71.58%
CYP3A4 substrate + 0.6952 69.52%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.7391 73.91%
CYP3A4 inhibition - 0.6743 67.43%
CYP2C9 inhibition - 0.7659 76.59%
CYP2C19 inhibition - 0.7589 75.89%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition - 0.8898 88.98%
CYP2C8 inhibition + 0.5094 50.94%
CYP inhibitory promiscuity - 0.8495 84.95%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6478 64.78%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8673 86.73%
Skin irritation - 0.6215 62.15%
Skin corrosion - 0.9026 90.26%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5060 50.60%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.7364 73.64%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6970 69.70%
Acute Oral Toxicity (c) III 0.5398 53.98%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding + 0.7169 71.69%
Thyroid receptor binding + 0.7346 73.46%
Glucocorticoid receptor binding + 0.7334 73.34%
Aromatase binding + 0.7973 79.73%
PPAR gamma + 0.6455 64.55%
Honey bee toxicity - 0.7623 76.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9760 97.60%

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 96.74% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.51% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.08% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.97% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 89.89% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 89.78% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.65% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.06% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.14% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 85.84% 95.00%
CHEMBL1871 P10275 Androgen Receptor 84.91% 96.43%
CHEMBL4302 P08183 P-glycoprotein 1 83.01% 92.98%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.99% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.51% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.50% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.10% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 81.33% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.59% 100.00%

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.
Panax ginseng

Cross-Links

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PubChem 162873222
LOTUS LTS0217528
wikiData Q104917664