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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-17-[(E,2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)-2-methyloxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroperoxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-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 84c47e85-d35f-4aec-a32c-0bba5553acae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-17-[(E,2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)-2-methyloxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroperoxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6(C)C(C)(CC=CC(C)(C)OO)OC7C(C(C(C(O7)COC8(C(C(C(O8)CO)O)O)C)O)O)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@]4(C)[C@](C)(C/C=C/C(C)(C)OO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@@]6([C@@H]([C@H]([C@@H](O6)CO)O)O)C)O)O)O)C)O)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C55H94O24/c1-48(2,79-70)14-11-15-54(9,78-46-41(68)38(65)35(62)29(74-46)24-71-55(10)44(69)36(63)28(23-58)77-55)53(8)19-18-52(7)43(53)25(59)20-31-50(5)16-13-32(49(3,4)30(50)12-17-51(31,52)6)75-47-42(39(66)34(61)27(22-57)73-47)76-45-40(67)37(64)33(60)26(21-56)72-45/h11,14,25-47,56-70H,12-13,15-24H2,1-10H3/b14-11+/t25-,26-,27-,28+,29-,30+,31-,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43+,44-,45+,46+,47+,50+,51-,52-,53+,54+,55+/m1/s1
InChI Key BFXBTZPRWUPUBU-JZIPOIQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H94O24
Molecular Weight 1139.30 g/mol
Exact Mass 1138.61350386 g/mol
Topological Polar Surface Area (TPSA) 387.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 17

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)-2-[[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-17-[(E,2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)-2-methyloxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroperoxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-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 + 0.6238 62.38%
Caco-2 - 0.8884 88.84%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6639 66.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7800 78.00%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8713 87.13%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate + 0.5789 57.89%
CYP3A4 substrate + 0.7511 75.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.9275 92.75%
CYP2C9 inhibition - 0.8657 86.57%
CYP2C19 inhibition - 0.8475 84.75%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8788 87.88%
CYP2C8 inhibition + 0.7711 77.11%
CYP inhibitory promiscuity - 0.9338 93.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5821 58.21%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.6709 67.09%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.6274 62.74%
Human Ether-a-go-go-Related Gene inhibition + 0.8157 81.57%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.8881 88.81%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6598 65.98%
Acute Oral Toxicity (c) I 0.5748 57.48%
Estrogen receptor binding + 0.7562 75.62%
Androgen receptor binding + 0.7641 76.41%
Thyroid receptor binding + 0.6226 62.26%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.6457 64.57%
PPAR gamma + 0.7998 79.98%
Honey bee toxicity - 0.6165 61.65%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9207 92.07%

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 98.31% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 95.69% 95.58%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.14% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 95.07% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.96% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.90% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.44% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.06% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.54% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 88.58% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 87.67% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.55% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.31% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.62% 91.03%
CHEMBL1871 P10275 Androgen Receptor 85.26% 96.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.11% 95.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.82% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.82% 95.56%
CHEMBL5028 O14672 ADAM10 84.79% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.72% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.06% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.76% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.15% 97.28%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.27% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.19% 97.36%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.09% 93.04%

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.
Panax notoginseng

Cross-Links

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PubChem 162954380
LOTUS LTS0064204
wikiData Q104934986