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(2R)-2-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylhept-5-en-3-one

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 ee8dd1e1-0693-4b9a-b10d-ce1ec50a3a13
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R)-2-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylhept-5-en-3-one
SMILES (Canonical) CC(=CCC(=O)C(C)(C1C(CC2(C1(CCC3(C2CC=C4C3CC(C(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O)C
SMILES (Isomeric) CC(=CCC(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC[C@@]3([C@H]2CC=C4[C@H]3C[C@@H]([C@@H](C4(C)C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O)O)C
InChI InChI=1S/C36H58O10/c1-18(2)9-12-25(39)36(8,44)29-21(38)16-35(7)24-11-10-19-20(33(24,5)13-14-34(29,35)6)15-22(30(43)32(19,3)4)45-31-28(42)27(41)26(40)23(17-37)46-31/h9-10,20-24,26-31,37-38,40-44H,11-17H2,1-8H3/t20-,21-,22+,23-,24-,26-,27+,28-,29+,30+,31-,33+,34-,35+,36+/m1/s1
InChI Key GUTWKAYAMQYQDT-GFAMKRTFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O10
Molecular Weight 650.80 g/mol
Exact Mass 650.40299804 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylhept-5-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9026 90.26%
Caco-2 - 0.8489 84.89%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior - 0.2724 27.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior + 0.6252 62.52%
P-glycoprotein inhibitior + 0.7270 72.70%
P-glycoprotein substrate - 0.6193 61.93%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.9022 90.22%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8266 82.66%
CYP2C8 inhibition + 0.6193 61.93%
CYP inhibitory promiscuity - 0.9107 91.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6947 69.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9195 91.95%
Skin irritation + 0.5185 51.85%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8300 83.00%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6648 66.48%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6627 66.27%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.6585 65.85%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding - 0.5198 51.98%
Glucocorticoid receptor binding + 0.7055 70.55%
Aromatase binding + 0.7326 73.26%
PPAR gamma + 0.6734 67.34%
Honey bee toxicity - 0.6088 60.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9645 96.45%

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 99.22% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.87% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.73% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.06% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 90.12% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.35% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.09% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.21% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.43% 91.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.38% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.21% 94.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.01% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.73% 91.07%
CHEMBL2581 P07339 Cathepsin D 81.37% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.25% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.49% 96.90%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.18% 94.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.07% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101594610
LOTUS LTS0112963
wikiData Q105020518