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

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 8041db08-416f-4eac-9b12-c50f8f3f6882
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2R,5R,7S,10R,11R,13R,15S,18S,19S,22R)-15-[(1S)-1-hydroxyethyl]-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) CC(C12CCC(O1)(C3CCC4(C3C(O2)CC5C4(CCC6C5(CCC(C6(C)C)O)C)C)C)C)O
SMILES (Isomeric) C[C@@H]([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)O
InChI InChI=1S/C29H48O4/c1-17(30)29-15-14-28(7,33-29)18-8-12-27(6)23(18)19(32-29)16-21-25(4)11-10-22(31)24(2,3)20(25)9-13-26(21,27)5/h17-23,30-31H,8-16H2,1-7H3/t17-,18-,19+,20-,21+,22-,23-,25-,26+,27+,28-,29-/m0/s1
InChI Key APPPXTMUUWJGRZ-NNVISGGKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H48O4
Molecular Weight 460.70 g/mol
Exact Mass 460.35526001 g/mol
Topological Polar Surface Area (TPSA) 58.90 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.69
H-Bond Acceptor 4
H-Bond Donor 2
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,15S,18S,19S,22R)-15-[(1S)-1-hydroxyethyl]-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 + 0.9663 96.63%
Caco-2 - 0.6059 60.59%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6532 65.32%
OATP2B1 inhibitior - 0.5797 57.97%
OATP1B1 inhibitior + 0.8782 87.82%
OATP1B3 inhibitior + 0.8530 85.30%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior - 0.5724 57.24%
P-glycoprotein inhibitior - 0.6979 69.79%
P-glycoprotein substrate - 0.7419 74.19%
CYP3A4 substrate + 0.7054 70.54%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.7391 73.91%
CYP3A4 inhibition - 0.8672 86.72%
CYP2C9 inhibition - 0.8877 88.77%
CYP2C19 inhibition - 0.8383 83.83%
CYP2D6 inhibition - 0.9568 95.68%
CYP1A2 inhibition - 0.7792 77.92%
CYP2C8 inhibition - 0.5736 57.36%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5397 53.97%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.5472 54.72%
Skin corrosion - 0.9011 90.11%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5063 50.63%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7158 71.58%
skin sensitisation - 0.8296 82.96%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8202 82.02%
Acute Oral Toxicity (c) III 0.5467 54.67%
Estrogen receptor binding + 0.6875 68.75%
Androgen receptor binding + 0.7007 70.07%
Thyroid receptor binding + 0.6865 68.65%
Glucocorticoid receptor binding + 0.7034 70.34%
Aromatase binding + 0.7875 78.75%
PPAR gamma + 0.6433 64.33%
Honey bee toxicity - 0.6506 65.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9592 95.92%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 94.94% 92.98%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.62% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 93.06% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.42% 96.61%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.11% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.78% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.14% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.42% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.11% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.72% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.01% 92.86%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 86.83% 95.42%
CHEMBL237 P41145 Kappa opioid receptor 85.48% 98.10%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 84.73% 95.34%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.57% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.46% 98.75%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.34% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.20% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.97% 96.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.90% 91.03%
CHEMBL3837 P07711 Cathepsin L 82.85% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 82.39% 95.93%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.16% 98.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.11% 96.77%
CHEMBL1871 P10275 Androgen Receptor 81.97% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.18% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.08% 95.50%
CHEMBL206 P03372 Estrogen receptor alpha 80.87% 97.64%

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 53324794
NPASS NPC470070
ChEMBL CHEMBL1669122