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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 3d9a2bdd-4327-4d42-9413-b7cf70bb4be8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CCC=C(C)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](CC[C@]6([C@@]5([C@H](C[C@H]4C3(C)C)O)C)C)[C@](C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](O8)CO)O)O)O)O)O)C)CO)O)O)O)O)O
InChI InChI=1S/C53H90O21/c1-23(2)11-10-16-52(8,74-47-43(66)39(62)37(60)29(71-47)22-67-45-41(64)36(59)28(21-55)69-45)26-14-18-51(7)25(26)12-13-30-50(6)17-15-33(49(4,5)31(50)19-32(56)53(30,51)9)72-48-44(40(63)35(58)27(20-54)70-48)73-46-42(65)38(61)34(57)24(3)68-46/h11,24-48,54-66H,10,12-22H2,1-9H3/t24-,25+,26-,27+,28+,29+,30+,31-,32-,33-,34-,35+,36-,37+,38+,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,50+,51+,52-,53-/m0/s1
InChI Key SWWBTBYSSIHVPN-KYLNTEBUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O21
Molecular Weight 1063.30 g/mol
Exact Mass 1062.59745988 g/mol
Topological Polar Surface Area (TPSA) 337.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.54
H-Bond Acceptor 21
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 (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 + 0.7395 73.95%
Caco-2 - 0.9164 91.64%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8148 81.48%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8664 86.64%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate - 0.5425 54.25%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7270 72.70%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8445 84.45%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5230 52.30%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8911 89.11%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.5498 54.98%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.6747 67.47%
PPAR gamma + 0.8032 80.32%
Honey bee toxicity - 0.5585 55.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9306 93.06%

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 97.94% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.51% 97.36%
CHEMBL1951 P21397 Monoamine oxidase A 94.38% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.20% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.34% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.51% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 90.49% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.03% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.80% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.07% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.67% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.18% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.65% 92.94%
CHEMBL206 P03372 Estrogen receptor alpha 87.06% 97.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.03% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.55% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 86.41% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.17% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.95% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.89% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.60% 95.83%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.05% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.82% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.29% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.07% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 80.98% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 80.96% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.49% 100.00%
CHEMBL233 P35372 Mu opioid receptor 80.10% 97.93%

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.
Luffa operculata

Cross-Links

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PubChem 162893921
LOTUS LTS0075879
wikiData Q105262939