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(2R,3R,4S,5S,6R)-2-[[12-hydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 e1a0bbe2-9784-483c-90eb-84324eae6750
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[12-hydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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)O)CO)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric) CC(=CCCC(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)CO)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
InChI InChI=1S/C42H72O14/c1-21(2)9-8-13-41(7,56-37-35(52)33(50)31(48)25(19-44)54-37)22-10-14-40(6)29(22)23(46)17-27-39(40,5)15-11-26-38(3,4)28(12-16-42(26,27)20-45)55-36-34(51)32(49)30(47)24(18-43)53-36/h9,22-37,43-52H,8,10-20H2,1-7H3/t22?,23?,24-,25-,26?,27?,28?,29?,30-,31-,32+,33+,34-,35-,36+,37+,39?,40?,41?,42?/m1/s1
InChI Key CEZALVBMSPNWMO-FNTBWKEJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[12-hydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 - 0.8841 88.41%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8097 80.97%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6083 60.83%
P-glycoprotein inhibitior + 0.7942 79.42%
P-glycoprotein substrate - 0.7774 77.74%
CYP3A4 substrate + 0.7025 70.25%
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 + 0.6740 67.40%
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 - 0.9105 91.05%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7935 79.35%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5944 59.44%
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 + 0.6028 60.28%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7349 73.49%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding - 0.5670 56.70%
Glucocorticoid receptor binding + 0.6382 63.82%
Aromatase binding + 0.6819 68.19%
PPAR gamma + 0.7347 73.47%
Honey bee toxicity - 0.5486 54.86%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.90% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.23% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.92% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.25% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.09% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.45% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.69% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.48% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.79% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.55% 96.61%
CHEMBL259 P32245 Melanocortin receptor 4 84.18% 95.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.97% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.94% 97.14%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.48% 92.86%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.38% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 82.05% 95.93%
CHEMBL2581 P07339 Cathepsin D 81.86% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.25% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.44% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 80.21% 97.79%

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 11968550
NPASS NPC17136
LOTUS LTS0039898
wikiData Q104956228