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9-Acetyloxy-3a-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1-(3-hydroxyprop-1-en-2-yl)-5a,5b,8,11a-tetramethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

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 87effcd3-7bfe-4eba-8923-005cff32cd79
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 9-acetyloxy-3a-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1-(3-hydroxyprop-1-en-2-yl)-5a,5b,8,11a-tetramethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)OC(=O)C)C)C(=C)CO)O)O)O)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)OC(=O)C)C)C(=C)CO)O)O)O)CO)O)O)O
InChI InChI=1S/C50H78O21/c1-21(18-51)24-10-15-50(17-16-47(5)25(31(24)50)8-9-28-46(4)13-12-30(67-23(3)53)49(7,44(62)63)29(46)11-14-48(28,47)6)45(64)71-43-38(60)35(57)33(55)27(69-43)20-65-41-39(61)36(58)40(26(19-52)68-41)70-42-37(59)34(56)32(54)22(2)66-42/h22,24-43,51-52,54-61H,1,8-20H2,2-7H3,(H,62,63)
InChI Key VMUGZJFPIUEICT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H78O21
Molecular Weight 1015.10 g/mol
Exact Mass 1014.50355949 g/mol
Topological Polar Surface Area (TPSA) 338.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-Acetyloxy-3a-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1-(3-hydroxyprop-1-en-2-yl)-5a,5b,8,11a-tetramethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6096 60.96%
Caco-2 - 0.8757 87.57%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8115 81.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior + 0.8498 84.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6048 60.48%
BSEP inhibitior + 0.9230 92.30%
P-glycoprotein inhibitior + 0.7466 74.66%
P-glycoprotein substrate + 0.5805 58.05%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.9079 90.79%
CYP2C9 inhibition - 0.9014 90.14%
CYP2C19 inhibition - 0.9100 91.00%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.8903 89.03%
CYP2C8 inhibition + 0.7502 75.02%
CYP inhibitory promiscuity - 0.9446 94.46%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6732 67.32%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.5122 51.22%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6724 67.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7843 78.43%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7565 75.65%
skin sensitisation - 0.9225 92.25%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8152 81.52%
Acute Oral Toxicity (c) III 0.4375 43.75%
Estrogen receptor binding + 0.8256 82.56%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding + 0.5512 55.12%
Glucocorticoid receptor binding + 0.7575 75.75%
Aromatase binding + 0.6444 64.44%
PPAR gamma + 0.8168 81.68%
Honey bee toxicity - 0.6100 61.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9810 98.10%

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 98.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.17% 91.11%
CHEMBL233 P35372 Mu opioid receptor 93.24% 97.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.00% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.83% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.75% 93.04%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.27% 97.86%
CHEMBL340 P08684 Cytochrome P450 3A4 89.24% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.17% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.81% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.77% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.67% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.85% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.65% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.50% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.74% 95.83%
CHEMBL237 P41145 Kappa opioid receptor 85.34% 98.10%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 84.94% 85.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.47% 97.09%
CHEMBL5028 O14672 ADAM10 84.36% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.74% 92.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.06% 95.36%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.36% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.34% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.33% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.31% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.08% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.00% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.98% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.87% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.37% 95.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.88% 92.32%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.73% 97.53%
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.
Eleutherococcus trifoliatus

Cross-Links

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PubChem 72809748
LOTUS LTS0000662
wikiData Q105289300