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2-[3-Hydroxy-2-(hydroxymethyl)-6-[[18-hydroxy-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-14-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-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 9e70c532-c05f-4a16-b9d1-ee72fd82241b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-[3-hydroxy-2-(hydroxymethyl)-6-[[18-hydroxy-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-14-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(CCC=C(C)C)C1C(CC2(C1(CC(C34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC9C(C(C(CO9)O)O)O
SMILES (Isomeric) CC(CCC=C(C)C)C1C(CC2(C1(CC(C34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC9C(C(C(CO9)O)O)O
InChI InChI=1S/C53H88O22/c1-22(2)9-8-10-23(3)33-25(69-45-40(65)34(59)24(57)20-68-45)15-50(6)30-12-11-29-49(4,5)32(13-14-52(29)21-53(30,52)31(58)16-51(33,50)7)73-48-44(75-47-42(67)39(64)36(61)27(18-55)71-47)43(37(62)28(19-56)72-48)74-46-41(66)38(63)35(60)26(17-54)70-46/h9,23-48,54-67H,8,10-21H2,1-7H3
InChI Key RFHCSKCYPIWANW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H88O22
Molecular Weight 1077.30 g/mol
Exact Mass 1076.57672443 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.95
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-[3-Hydroxy-2-(hydroxymethyl)-6-[[18-hydroxy-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-14-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-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 + 0.7085 70.85%
Caco-2 - 0.8901 89.01%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6679 66.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8167 81.67%
OATP1B3 inhibitior + 0.8745 87.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8816 88.16%
P-glycoprotein inhibitior + 0.7506 75.06%
P-glycoprotein substrate + 0.5495 54.95%
CYP3A4 substrate + 0.7306 73.06%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9467 94.67%
CYP2C9 inhibition - 0.7323 73.23%
CYP2C19 inhibition - 0.8607 86.07%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.8744 87.44%
CYP2C8 inhibition + 0.6543 65.43%
CYP inhibitory promiscuity - 0.9324 93.24%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6658 66.58%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.6323 63.23%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.7215 72.15%
Human Ether-a-go-go-Related Gene inhibition + 0.8324 83.24%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8090 80.90%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8700 87.00%
Acute Oral Toxicity (c) I 0.5875 58.75%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.7620 76.20%
Thyroid receptor binding - 0.5060 50.60%
Glucocorticoid receptor binding + 0.6963 69.63%
Aromatase binding + 0.6389 63.89%
PPAR gamma + 0.7982 79.82%
Honey bee toxicity - 0.5958 59.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9269 92.69%

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 98.79% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.26% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.83% 95.58%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 95.55% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 95.27% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.28% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.71% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.07% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 91.89% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.61% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.46% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.10% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.93% 92.94%
CHEMBL4302 P08183 P-glycoprotein 1 88.81% 92.98%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.20% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.99% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.92% 97.47%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 87.70% 92.86%
CHEMBL259 P32245 Melanocortin receptor 4 87.62% 95.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.34% 95.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.06% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.90% 97.29%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.67% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 86.43% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.21% 95.83%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.76% 90.08%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.02% 92.78%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.76% 95.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.61% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.11% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.06% 89.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.81% 95.36%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.78% 99.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.67% 93.56%
CHEMBL206 P03372 Estrogen receptor alpha 82.44% 97.64%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.20% 96.03%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.66% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.26% 96.77%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.96% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.84% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.78% 96.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.23% 93.00%

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.
Curculigo orchioides

Cross-Links

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PubChem 162932898
LOTUS LTS0223424
wikiData Q105235409