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2-[4,5-Dihydroxy-2-[[12-hydroxy-17-[5-hydroxy-6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 b1df23d4-ae74-45eb-a1cd-02a5686933a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[4,5-dihydroxy-2-[[12-hydroxy-17-[5-hydroxy-6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O
SMILES (Isomeric) CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O
InChI InChI=1S/C54H92O23/c1-23(2)24(57)10-15-54(9,77-47-42(69)38(65)36(63)29(74-47)22-71-45-40(67)33(60)26(59)21-70-45)53(8)17-16-52(7)44(53)25(58)18-31-50(5)13-12-32(49(3,4)30(50)11-14-51(31,52)6)75-48-43(39(66)35(62)28(20-56)73-48)76-46-41(68)37(64)34(61)27(19-55)72-46/h24-48,55-69H,1,10-22H2,2-9H3
InChI Key CENPYOQWFLUTQO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H92O23
Molecular Weight 1109.30 g/mol
Exact Mass 1108.60293918 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -2.20
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,5-Dihydroxy-2-[[12-hydroxy-17-[5-hydroxy-6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6672 66.72%
Caco-2 - 0.9022 90.22%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8169 81.69%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8082 80.82%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate + 0.5748 57.48%
CYP3A4 substrate + 0.7523 75.23%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.7159 71.59%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6676 66.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.6478 64.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8291 82.91%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5354 53.54%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7032 70.32%
Acute Oral Toxicity (c) I 0.5121 51.21%
Estrogen receptor binding + 0.7703 77.03%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.5353 53.53%
Glucocorticoid receptor binding + 0.6971 69.71%
Aromatase binding + 0.6418 64.18%
PPAR gamma + 0.7764 77.64%
Honey bee toxicity - 0.5788 57.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9570 95.70%

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 99.66% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.45% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.35% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.91% 95.58%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.26% 92.86%
CHEMBL2996 Q05655 Protein kinase C delta 91.11% 97.79%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.50% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 90.21% 98.10%
CHEMBL2581 P07339 Cathepsin D 90.12% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.40% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.29% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.68% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.98% 97.86%
CHEMBL206 P03372 Estrogen receptor alpha 87.97% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.64% 94.45%
CHEMBL4581 P52732 Kinesin-like protein 1 87.35% 93.18%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.32% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.04% 100.00%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 86.66% 87.38%
CHEMBL1871 P10275 Androgen Receptor 86.46% 96.43%
CHEMBL233 P35372 Mu opioid receptor 86.35% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.85% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.57% 93.04%
CHEMBL1914 P06276 Butyrylcholinesterase 85.34% 95.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.01% 96.21%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.49% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.17% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.00% 97.29%
CHEMBL5255 O00206 Toll-like receptor 4 83.96% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.92% 94.75%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.70% 82.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.48% 92.78%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.46% 85.31%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.21% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.21% 96.47%
CHEMBL226 P30542 Adenosine A1 receptor 82.49% 95.93%
CHEMBL3524 P56524 Histone deacetylase 4 82.19% 92.97%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.08% 95.36%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.07% 91.03%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 82.03% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.92% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.67% 95.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.63% 92.88%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.34% 92.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.34% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.18% 86.33%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.18% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.16% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.83% 92.62%
CHEMBL5028 O14672 ADAM10 80.74% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.26% 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.
Panax notoginseng

Cross-Links

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PubChem 163029248
LOTUS LTS0191050
wikiData Q104955902