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(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[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]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 51c6b334-4f16-4c11-97b2-b06e88578ad6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[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]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CCC=C(C)CO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C)O)C)C)OC9C(C(C(C(O9)CO)O)O)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)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CC/C=C(\C)/CO)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)C)O)C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C59H100O27/c1-24(19-60)10-9-14-59(8,86-53-48(76)43(71)39(67)30(82-53)22-78-50-45(73)37(65)28(63)21-77-50)26-11-16-58(7)35(26)27(62)18-33-56(5)15-13-34(55(3,4)32(56)12-17-57(33,58)6)84-54-49(85-52-47(75)42(70)38(66)29(20-61)81-52)44(72)40(68)31(83-54)23-79-51-46(74)41(69)36(64)25(2)80-51/h10,25-54,60-76H,9,11-23H2,1-8H3/b24-10+/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-,56?,57?,58?,59?/m0/s1
InChI Key BNLDVXYQCZFDOQ-FLJPQZDCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H100O27
Molecular Weight 1241.40 g/mol
Exact Mass 1240.64519791 g/mol
Topological Polar Surface Area (TPSA) 436.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.74
H-Bond Acceptor 27
H-Bond Donor 17
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[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]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.9014 90.14%
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 + 0.8063 80.63%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9029 90.29%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.5342 53.42%
CYP3A4 substrate + 0.7459 74.59%
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 + 0.7652 76.52%
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 - 0.8996 89.96%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7024 70.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8406 84.06%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5860 58.60%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8957 89.57%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7481 74.81%
Thyroid receptor binding + 0.5930 59.30%
Glucocorticoid receptor binding + 0.7581 75.81%
Aromatase binding + 0.6815 68.15%
PPAR gamma + 0.8055 80.55%
Honey bee toxicity - 0.5509 55.09%
Biodegradation - 0.7750 77.50%
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 98.65% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.81% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.67% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 95.49% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.21% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.55% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.21% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.55% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.77% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.45% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.50% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.41% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 85.96% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.79% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.20% 95.83%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.74% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.61% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.40% 95.58%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.52% 96.90%
CHEMBL2996 Q05655 Protein kinase C delta 81.26% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 81.23% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.15% 97.14%
CHEMBL325 Q13547 Histone deacetylase 1 80.56% 95.92%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.46% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.39% 96.77%

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 11968569
NPASS NPC157873