(3b,6a,12b,17a,20S)-Dammar-24-ene-3,6,12,17,20-pentol 20-[glucosyl-(1->2)-[rhamnosyl-(1->6)]-glucoside] 6-xyloside

Details

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Internal ID 44e4748c-4862-4267-ae25-113a1b6522d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[3,4-dihydroxy-6-[6-methyl-2-[3,12,17-trihydroxy-4,4,8,10,14-pentamethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3(CCC4(C3C(CC5C4(CC(C6C5(CCC(C6(C)C)O)C)OC7C(C(C(CO7)O)O)O)C)O)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3(CCC4(C3C(CC5C4(CC(C6C5(CCC(C6(C)C)O)C)OC7C(C(C(CO7)O)O)O)C)O)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C53H90O23/c1-22(2)11-10-13-52(9,76-47-41(75-46-40(67)36(63)33(60)27(19-54)73-46)37(64)34(61)28(74-47)21-70-44-39(66)35(62)31(58)23(3)71-44)53(68)16-15-50(7)42(53)24(55)17-29-49(6)14-12-30(57)48(4,5)43(49)26(18-51(29,50)8)72-45-38(65)32(59)25(56)20-69-45/h11,23-47,54-68H,10,12-21H2,1-9H3
InChI Key OZEDEQJLFBHIEM-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.45
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3b,6a,12b,17a,20S)-Dammar-24-ene-3,6,12,17,20-pentol 20-[glucosyl-(1->2)-[rhamnosyl-(1->6)]-glucoside] 6-xyloside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.8908 89.08%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8336 83.36%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7410 74.10%
P-glycoprotein inhibitior + 0.7542 75.42%
P-glycoprotein substrate + 0.6310 63.10%
CYP3A4 substrate + 0.7453 74.53%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.7338 73.38%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7808 78.08%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6299 62.99%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8093 80.93%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7832 78.32%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding + 0.5279 52.79%
Glucocorticoid receptor binding + 0.6975 69.75%
Aromatase binding + 0.6286 62.86%
PPAR gamma + 0.7986 79.86%
Honey bee toxicity - 0.5908 59.08%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9172 91.72%

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 99.24% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.00% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 98.12% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.25% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 94.94% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 93.20% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.84% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.28% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.55% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.02% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.83% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 88.46% 92.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.19% 95.58%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.55% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.50% 96.90%
CHEMBL259 P32245 Melanocortin receptor 4 86.97% 95.38%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.59% 95.83%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.24% 100.00%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 85.98% 92.86%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.44% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.86% 97.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.68% 99.00%
CHEMBL1871 P10275 Androgen Receptor 84.49% 96.43%
CHEMBL3524 P56524 Histone deacetylase 4 84.37% 92.97%
CHEMBL2581 P07339 Cathepsin D 84.25% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.02% 89.00%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.38% 98.57%
CHEMBL4581 P52732 Kinesin-like protein 1 83.18% 93.18%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.11% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 83.10% 97.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.10% 91.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.20% 94.45%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 82.11% 96.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.80% 90.08%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 81.63% 97.25%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.29% 95.52%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.72% 92.88%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.62% 98.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.40% 97.28%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.38% 90.24%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.35% 96.67%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.22% 91.24%

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.
Cyclanthera pedata

Cross-Links

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PubChem 131751718
LOTUS LTS0222122
wikiData Q105203718