[3,4,5-Trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

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Internal ID 918fa356-a21b-43f8-b09b-f96f95b79f3e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
InChI InChI=1S/C48H78O18/c1-21(2)22-10-15-48(43(60)66-42-39(59)36(56)33(53)26(64-42)20-61-40-37(57)34(54)31(51)24(18-49)62-40)17-16-46(6)23(30(22)48)8-9-28-45(5)13-12-29(44(3,4)27(45)11-14-47(28,46)7)65-41-38(58)35(55)32(52)25(19-50)63-41/h22-42,49-59H,1,8-20H2,2-7H3
InChI Key LOHPNXPOCRDJSL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O18
Molecular Weight 943.10 g/mol
Exact Mass 942.51881563 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP 2.70
Atomic LogP (AlogP) -0.00
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-Trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7051 70.51%
Caco-2 - 0.8862 88.62%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8157 81.57%
OATP2B1 inhibitior - 0.8760 87.60%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior - 0.2904 29.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.5702 57.02%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate - 0.6488 64.88%
CYP3A4 substrate + 0.7291 72.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9486 94.86%
CYP2C9 inhibition - 0.8350 83.50%
CYP2C19 inhibition - 0.8719 87.19%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition + 0.6980 69.80%
CYP inhibitory promiscuity - 0.9201 92.01%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6772 67.72%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7743 77.43%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7795 77.95%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8133 81.33%
Acute Oral Toxicity (c) III 0.5802 58.02%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding - 0.5454 54.54%
Glucocorticoid receptor binding + 0.6798 67.98%
Aromatase binding + 0.6133 61.33%
PPAR gamma + 0.7700 77.00%
Honey bee toxicity - 0.6188 61.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9799 97.99%

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 97.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.27% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.95% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.88% 97.09%
CHEMBL233 P35372 Mu opioid receptor 91.73% 97.93%
CHEMBL2581 P07339 Cathepsin D 91.55% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.81% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.73% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 88.77% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.11% 92.94%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.98% 82.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.58% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 86.17% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.82% 92.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.20% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.92% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.28% 89.05%
CHEMBL226 P30542 Adenosine A1 receptor 84.04% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.68% 96.77%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.50% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.36% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.20% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.14% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 82.88% 98.10%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.82% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.56% 95.83%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.12% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.10% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.03% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 82.00% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.90% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.58% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.61% 96.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.40% 97.33%
CHEMBL5028 O14672 ADAM10 80.11% 97.50%

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.
Brunfelsia grandiflora
Oreopanax guatemalensis

Cross-Links

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PubChem 163090320
LOTUS LTS0036776
wikiData Q105154716