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[6-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-15-[6-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-7,7,12,16-tetramethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

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 f59fbf4e-8539-4984-b4d5-d54eafeb27b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [6-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-15-[6-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-7,7,12,16-tetramethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)OC(=O)C)C(C)CCC(C(C)(C)O)OC9C(C(C(CO9)O)O)O)C)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)OC(=O)C)C(C)CCC(C(C)(C)O)OC9C(C(C(CO9)O)O)O)C)O)O)O)O)O
InChI InChI=1S/C54H90O23/c1-22(10-11-32(50(6,7)68)76-45-40(65)35(60)25(57)19-69-45)33-28(72-24(3)56)17-52(9)30-16-27(73-47-42(67)39(64)37(62)29(18-55)74-47)44-49(4,5)31(12-13-54(44)21-53(30,54)15-14-51(33,52)8)75-48-43(36(61)26(58)20-70-48)77-46-41(66)38(63)34(59)23(2)71-46/h22-23,25-48,55,57-68H,10-21H2,1-9H3
InChI Key KMMHNRHMUQTCPQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O23
Molecular Weight 1107.30 g/mol
Exact Mass 1106.58728911 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-15-[6-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-7,7,12,16-tetramethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6078 60.78%
Caco-2 - 0.8872 88.72%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8185 81.85%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8191 81.91%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate + 0.6797 67.97%
CYP3A4 substrate + 0.7436 74.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.7950 79.50%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8924 89.24%
CYP2C8 inhibition + 0.7209 72.09%
CYP inhibitory promiscuity - 0.9717 97.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.6948 69.48%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.5648 56.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7532 75.32%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7153 71.53%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8737 87.37%
Acute Oral Toxicity (c) I 0.5431 54.31%
Estrogen receptor binding + 0.7861 78.61%
Androgen receptor binding + 0.7419 74.19%
Thyroid receptor binding + 0.5278 52.78%
Glucocorticoid receptor binding + 0.7519 75.19%
Aromatase binding + 0.6463 64.63%
PPAR gamma + 0.8052 80.52%
Honey bee toxicity - 0.5675 56.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8557 85.57%

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 99.45% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.77% 91.24%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.99% 95.58%
CHEMBL2581 P07339 Cathepsin D 93.60% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.59% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.56% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.93% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.99% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 89.33% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 89.08% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.88% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 88.80% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.62% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.58% 92.88%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.05% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.93% 91.07%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.97% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.76% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.52% 97.36%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.37% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.31% 95.71%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.04% 92.78%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.98% 89.50%
CHEMBL237 P41145 Kappa opioid receptor 85.83% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.74% 100.00%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 85.62% 92.86%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.05% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.61% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.90% 95.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.89% 92.94%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.29% 97.29%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.90% 97.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.86% 95.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.78% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.73% 94.75%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.73% 90.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.51% 96.21%
CHEMBL5028 O14672 ADAM10 82.16% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.70% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.67% 94.33%
CHEMBL259 P32245 Melanocortin receptor 4 81.64% 95.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.38% 97.47%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.54% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.37% 96.95%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.32% 99.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.14% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.05% 93.56%

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.
Astragalus condensatus

Cross-Links

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PubChem 162860768
LOTUS LTS0170770
wikiData Q105143038