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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[12-hydroxy-17-[(E)-7-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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]-6-(hydroxymethyl)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 6a0a5daa-0c88-4cc1-859d-6dd150e77ab0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[12-hydroxy-17-[(E)-7-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)CO
SMILES (Isomeric) C/C(=C\CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)/CO
InChI InChI=1S/C53H90O23/c1-23(18-54)9-8-13-53(7,76-47-43(68)39(64)37(62)29(73-47)22-70-45-41(66)34(59)26(58)21-69-45)24-10-15-52(6)33(24)25(57)17-31-50(4)14-12-32(49(2,3)30(50)11-16-51(31,52)5)74-48-44(40(65)36(61)28(20-56)72-48)75-46-42(67)38(63)35(60)27(19-55)71-46/h9,24-48,54-68H,8,10-22H2,1-7H3/b23-9+/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?/m1/s1
InChI Key UBYXIPBOXUCPCB-QBOWROSCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[12-hydroxy-17-[(E)-7-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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]-6-(hydroxymethyl)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 - 0.9214 92.14%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8092 80.92%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8813 88.13%
P-glycoprotein inhibitior + 0.7511 75.11%
P-glycoprotein substrate - 0.5597 55.97%
CYP3A4 substrate + 0.7443 74.43%
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 + 0.7411 74.11%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8566 85.66%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6789 67.89%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8091 80.91%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7990 79.90%
Androgen receptor binding + 0.7531 75.31%
Thyroid receptor binding + 0.5491 54.91%
Glucocorticoid receptor binding + 0.7381 73.81%
Aromatase binding + 0.6659 66.59%
PPAR gamma + 0.7941 79.41%
Honey bee toxicity - 0.5479 54.79%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
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 98.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.87% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.71% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.35% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.00% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.35% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.16% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.35% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.27% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.23% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.46% 92.94%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.62% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.20% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.78% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.76% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.14% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.60% 95.58%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.21% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.74% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.39% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.03% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.84% 95.83%
CHEMBL1937 Q92769 Histone deacetylase 2 81.75% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.36% 96.77%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.03% 92.86%
CHEMBL259 P32245 Melanocortin receptor 4 80.88% 95.38%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.54% 95.71%
CHEMBL4581 P52732 Kinesin-like protein 1 80.32% 93.18%

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 11968546
NPASS NPC253796
LOTUS LTS0040382
wikiData Q105269754