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(2S)-2-[6-[[(6aS,6bS,8aS,12aS,14aR,14bS)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-[[(4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 49cd653d-e80e-4fa7-9134-3abbeddda07c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S)-2-[6-[[(6aS,6bS,8aS,12aS,14aR,14bS)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-[[(4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(CC7)(C)C)CO)O)C)C)C)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C([C@@H](O1)OC2C(OC(C(C2O)O)OC3CC[C@]4([C@H]5CC=C6[C@@H]7CC(CC[C@@]7(C(C[C@]6([C@]5(CCC4C3(C)C)C)C)O)CO)(C)C)C)COC8C([C@H](C(C(O8)CO)O)O)O)O)O)O
InChI InChI=1S/C48H80O17/c1-22-31(52)33(54)37(58)41(61-22)65-39-26(20-60-40-36(57)34(55)32(53)25(19-49)62-40)63-42(38(59)35(39)56)64-30-12-13-45(6)27(44(30,4)5)11-14-46(7)28(45)10-9-23-24-17-43(2,3)15-16-48(24,21-50)29(51)18-47(23,46)8/h9,22,24-42,49-59H,10-21H2,1-8H3/t22?,24-,25?,26?,27?,28+,29?,30?,31?,32?,33?,34-,35?,36?,37?,38?,39?,40?,41-,42?,45+,46-,47+,48+/m0/s1
InChI Key SXILFEBNQCRWAL-RDJVAXCRSA-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 2.10
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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MLS002473073
CHEMBL1705923
HMS2205G15
SMR001397177

2D Structure

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2D Structure of (2S)-2-[6-[[(6aS,6bS,8aS,12aS,14aR,14bS)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-[[(4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 - 0.8882 88.82%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7928 79.28%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6542 65.42%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate - 0.6792 67.92%
CYP3A4 substrate + 0.7236 72.36%
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 + 0.6952 69.52%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8354 83.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7583 75.83%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7802 78.02%
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 - 0.9154 91.54%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7748 77.48%
Androgen receptor binding + 0.7220 72.20%
Thyroid receptor binding - 0.5622 56.22%
Glucocorticoid receptor binding + 0.6335 63.35%
Aromatase binding + 0.6623 66.23%
PPAR gamma + 0.7596 75.96%
Honey bee toxicity - 0.6561 65.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5350 53.50%
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 97.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.08% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.54% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.39% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.14% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.91% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.30% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.84% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.74% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.31% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.16% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.04% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.78% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.94% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.81% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.56% 94.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.55% 86.92%

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 chinense
Bupleurum falcatum
Bupleurum kaoi
Bupleurum scorzonerifolium

Cross-Links

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PubChem 44202895
NPASS NPC76497
LOTUS LTS0269366
wikiData Q105263150