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(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(14R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 7501b48e-8476-4ccd-9650-d3fcacc2caea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(14R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3CCC4(C3C(CC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)C)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)O)C)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@](C)(CCC=C(C)C)C3CC[C@@]4(C3C(CC5C4(CCC6C5(CCC(C6(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]([C@@H](O8)C)O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)O)C)O)O)O)O)O)O
InChI InChI=1S/C60H102O26/c1-24(2)12-11-16-60(10,86-54-49(76)44(71)39(66)30(82-54)22-77-51-46(73)41(68)36(63)25(3)79-51)27-13-18-59(9)35(27)28(62)20-33-57(7)17-15-34(56(5,6)32(57)14-19-58(33,59)8)84-55-50(85-53-48(75)43(70)38(65)29(21-61)81-53)45(72)40(67)31(83-55)23-78-52-47(74)42(69)37(64)26(4)80-52/h12,25-55,61-76H,11,13-23H2,1-10H3/t25-,26-,27?,28?,29+,30+,31+,32?,33?,34?,35?,36-,37-,38+,39+,40+,41+,42+,43-,44-,45-,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,57?,58?,59+,60-/m0/s1
InChI Key GUHIVRGDCPDENT-MUIGMACHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H102O26
Molecular Weight 1239.40 g/mol
Exact Mass 1238.66593335 g/mol
Topological Polar Surface Area (TPSA) 416.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.32
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(14R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 + 0.6877 68.77%
Caco-2 - 0.8987 89.87%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8027 80.27%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8947 89.47%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.6474 64.74%
CYP3A4 substrate + 0.7307 73.07%
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 + 0.7097 70.97%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8368 83.68%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6267 62.67%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7645 76.45%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7890 78.90%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding + 0.5936 59.36%
Glucocorticoid receptor binding + 0.7665 76.65%
Aromatase binding + 0.6817 68.17%
PPAR gamma + 0.8069 80.69%
Honey bee toxicity - 0.5492 54.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
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 98.39% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.48% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.21% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.03% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 94.23% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.79% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.16% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.61% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.29% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.26% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.66% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.03% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.29% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.21% 94.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.07% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.27% 93.04%
CHEMBL2581 P07339 Cathepsin D 84.18% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 84.00% 91.49%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.16% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.01% 95.58%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.93% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.52% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.42% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 81.07% 99.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.02% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 80.81% 95.38%
CHEMBL5028 O14672 ADAM10 80.79% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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.
Gymnema sylvestre
Gynostemma pentaphyllum

Cross-Links

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PubChem 11968529
NPASS NPC139100
LOTUS LTS0082799
wikiData Q105107399