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(2R,3S,4R,5R,6R)-2-(hydroxymethyl)-6-[[(3S,7S,8R,9S,10S,13R,14S,17R)-7-methoxy-4,4,9,13,14-pentamethyl-17-[(2R,4R)-6-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 cb1d4900-9717-406e-baa2-332901900440
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3S,4R,5R,6R)-2-(hydroxymethyl)-6-[[(3S,7S,8R,9S,10S,13R,14S,17R)-7-methoxy-4,4,9,13,14-pentamethyl-17-[(2R,4R)-6-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(CC(C=C(C)C)OC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CCC4(C3C(C=C5C4CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC)C)C)C
SMILES (Isomeric) C[C@H](C[C@H](C=C(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H]2CC[C@@]3([C@@]2(CC[C@@]4([C@H]3[C@H](C=C5[C@H]4CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO)O)O)O)OC)C)C)C
InChI InChI=1S/C43H72O13/c1-21(2)16-23(53-38-35(50)33(48)31(46)28(19-44)54-38)17-22(3)24-12-13-43(8)37-27(52-9)18-26-25(41(37,6)14-15-42(24,43)7)10-11-30(40(26,4)5)56-39-36(51)34(49)32(47)29(20-45)55-39/h16,18,22-25,27-39,44-51H,10-15,17,19-20H2,1-9H3/t22-,23+,24-,25-,27+,28-,29-,30+,31-,32-,33+,34-,35-,36-,37-,38-,39+,41+,42-,43+/m1/s1
InChI Key WODOXUDUVPKANZ-DGGOLAOXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H72O13
Molecular Weight 797.00 g/mol
Exact Mass 796.49729235 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5R,6R)-2-(hydroxymethyl)-6-[[(3S,7S,8R,9S,10S,13R,14S,17R)-7-methoxy-4,4,9,13,14-pentamethyl-17-[(2R,4R)-6-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 + 0.6979 69.79%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7914 79.14%
OATP1B3 inhibitior - 0.2192 21.92%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5807 58.07%
P-glycoprotein inhibitior + 0.7678 76.78%
P-glycoprotein substrate - 0.5160 51.60%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9648 96.48%
CYP2C9 inhibition - 0.8675 86.75%
CYP2C19 inhibition - 0.8840 88.40%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8899 88.99%
CYP2C8 inhibition + 0.6573 65.73%
CYP inhibitory promiscuity - 0.9129 91.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6089 60.89%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.6632 66.32%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7837 78.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7357 73.57%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7025 70.25%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8686 86.86%
Acute Oral Toxicity (c) III 0.5770 57.70%
Estrogen receptor binding + 0.7551 75.51%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding - 0.5398 53.98%
Glucocorticoid receptor binding + 0.6659 66.59%
Aromatase binding + 0.6656 66.56%
PPAR gamma + 0.7506 75.06%
Honey bee toxicity - 0.6311 63.11%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6755 67.55%
Fish aquatic toxicity + 0.9074 90.74%

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 98.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.56% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.75% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.60% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.18% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.10% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.96% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 88.48% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.39% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.73% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.73% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.53% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.35% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.24% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%

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.
Momordica charantia

Cross-Links

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PubChem 163023800
LOTUS LTS0120349
wikiData Q105309447