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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(3S,4aR,6aR,6bS,8R,8aS,11R,12S,12aS,14S,14aR,14bS)-8,14-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-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 19cdb7cc-5c83-4d87-ae97-028d03c8b145
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(3S,4aR,6aR,6bS,8R,8aS,11R,12S,12aS,14S,14aR,14bS)-8,14-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(CC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)O)C2C1C)C)O)CO
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H](C[C@@]3(C(=C[C@@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)O)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)C)O)O)O)C)C)O)[C@@H]2[C@H]1C)C)O)CO
InChI InChI=1S/C48H80O17/c1-20-10-15-48(19-50)28(52)17-47(9)24(30(48)21(20)2)16-25(51)40-45(7)13-12-29(44(5,6)27(45)11-14-46(40,47)8)63-42-38(35(57)32(54)23(4)61-42)65-43-39(36(58)33(55)26(18-49)62-43)64-41-37(59)34(56)31(53)22(3)60-41/h16,20-23,25-43,49-59H,10-15,17-19H2,1-9H3/t20-,21+,22+,23-,25+,26-,27+,28-,29+,30+,31+,32+,33-,34-,35+,36+,37-,38-,39-,40-,41+,42+,43+,45+,46-,47-,48+/m1/s1
InChI Key ODNMPHSPFZBGIL-QGGSOVTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H80O17
Molecular Weight 929.10 g/mol
Exact Mass 928.53955108 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(3S,4aR,6aR,6bS,8R,8aS,11R,12S,12aS,14S,14aR,14bS)-8,14-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-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 + 0.7084 70.84%
Caco-2 - 0.8982 89.82%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7617 76.17%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.5515 55.15%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate - 0.6090 60.90%
CYP3A4 substrate + 0.7323 73.23%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6856 68.56%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7938 79.38%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6894 68.94%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8562 85.62%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7967 79.67%
Androgen receptor binding + 0.7400 74.00%
Thyroid receptor binding - 0.5491 54.91%
Glucocorticoid receptor binding + 0.6481 64.81%
Aromatase binding + 0.6722 67.22%
PPAR gamma + 0.7702 77.02%
Honey bee toxicity - 0.6514 65.14%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9174 91.74%

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 97.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.99% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.66% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.31% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.67% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.22% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.96% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.48% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.20% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 83.01% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 82.42% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.49% 95.50%

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.
Bupleurum rotundifolium

Cross-Links

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PubChem 162906520
LOTUS LTS0052028
wikiData Q105189939