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[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 cebb0632-cb23-46d3-bcbe-b9bc225f18d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C(C=C5C4(CC(C6(C5CC(CC6)(C)C)CO)O)C)OC)C)C)O)OC7C(C(C(C(O7)COC(=O)C)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3[C@@H](C=C5[C@]4(C[C@@H]([C@@]6([C@@H]5CC(CC6)(C)C)CO)O)C)OC)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)C)O)O)O)O
InChI InChI=1S/C45H74O15/c1-22-31(50)36(60-38-34(53)33(52)32(51)27(58-38)19-56-23(2)48)35(54)39(57-22)59-30-11-12-41(5)28(42(30,6)20-46)10-13-43(7)37(41)26(55-9)16-24-25-17-40(3,4)14-15-45(25,21-47)29(49)18-44(24,43)8/h16,22,25-39,46-47,49-54H,10-15,17-21H2,1-9H3/t22-,25-,26-,27-,28-,29+,30+,31+,32-,33+,34-,35-,36+,37-,38+,39+,41+,42+,43-,44-,45-/m1/s1
InChI Key YWFIVTGCHSKNBH-HGNCWASSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H74O15
Molecular Weight 855.10 g/mol
Exact Mass 854.50277165 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7768 77.68%
Caco-2 - 0.8867 88.67%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8111 81.11%
OATP1B3 inhibitior - 0.4203 42.03%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7329 73.29%
P-glycoprotein inhibitior + 0.7583 75.83%
P-glycoprotein substrate - 0.5174 51.74%
CYP3A4 substrate + 0.7375 73.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.8801 88.01%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.6752 67.52%
CYP inhibitory promiscuity - 0.9714 97.14%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6190 61.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.6475 64.75%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.7524 75.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6600 66.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6677 66.77%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.8038 80.38%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.7327 73.27%
Thyroid receptor binding - 0.5843 58.43%
Glucocorticoid receptor binding + 0.7040 70.40%
Aromatase binding + 0.6893 68.93%
PPAR gamma + 0.7750 77.50%
Honey bee toxicity - 0.6860 68.60%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8930 89.30%

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 97.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.29% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.20% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.52% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.47% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.02% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.82% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.59% 97.53%
CHEMBL5028 O14672 ADAM10 83.28% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.39% 94.33%
CHEMBL1937 Q92769 Histone deacetylase 2 82.04% 94.75%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.59% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.50% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.45% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.57% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.48% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.14% 96.90%

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 marginatum

Cross-Links

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PubChem 162947769
LOTUS LTS0190360
wikiData Q105366501