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2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,10,13,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 183d78d9-7f41-4484-b1fd-971c64a8a8b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,10,13,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1(C(CC3C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1(C(CC3C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
InChI InChI=1S/C53H90O22/c1-23(2)10-9-15-52(7,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(56)21-68-45)31-13-17-51(6)24-11-12-30-49(3,4)33(14-16-50(30,5)25(24)18-32(57)53(31,51)8)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3
InChI Key HSNRSZNBBFPVOH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O22
Molecular Weight 1079.30 g/mol
Exact Mass 1078.59237449 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -1.56
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,10,13,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 + 0.6877 68.77%
Caco-2 - 0.9177 91.77%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8154 81.54%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8715 87.15%
P-glycoprotein inhibitior + 0.7524 75.24%
P-glycoprotein substrate + 0.5150 51.50%
CYP3A4 substrate + 0.7456 74.56%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
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 + 0.7366 73.66%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8523 85.23%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6144 61.44%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9335 93.35%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding + 0.5557 55.57%
Glucocorticoid receptor binding + 0.7459 74.59%
Aromatase binding + 0.6480 64.80%
PPAR gamma + 0.7948 79.48%
Honey bee toxicity - 0.5728 57.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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 98.43% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.77% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.97% 95.93%
CHEMBL206 P03372 Estrogen receptor alpha 94.51% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.27% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.07% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 91.72% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.47% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.96% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.34% 95.58%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.84% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.84% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.84% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.85% 95.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.25% 96.09%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.16% 97.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.03% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.84% 96.21%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.74% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.70% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.63% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.48% 100.00%
CHEMBL228 P31645 Serotonin transporter 86.42% 95.51%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.96% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.95% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.23% 96.77%
CHEMBL233 P35372 Mu opioid receptor 84.60% 97.93%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.59% 97.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.48% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.45% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.14% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.07% 92.62%
CHEMBL325 Q13547 Histone deacetylase 1 83.34% 95.92%
CHEMBL2996 Q05655 Protein kinase C delta 82.58% 97.79%
CHEMBL5028 O14672 ADAM10 82.10% 97.50%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.92% 97.50%
CHEMBL259 P32245 Melanocortin receptor 4 81.54% 95.38%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.63% 89.50%
CHEMBL1871 P10275 Androgen Receptor 80.30% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.07% 91.03%
CHEMBL1977 P11473 Vitamin D receptor 80.03% 99.43%

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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 162986131
LOTUS LTS0187541
wikiData Q105033155