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(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R)-4-hydroxy-5-[[8-hydroxy-8a-(hydroxymethyl)-14-methoxy-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]-2,5-bis(hydroxymethyl)oxolan-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 59d2bf83-6831-42e4-a59d-33cecd8a27e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R)-4-hydroxy-5-[[8-hydroxy-8a-(hydroxymethyl)-14-methoxy-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]-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCC2(C(C1)C3=CC(C4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)CO)C)OC)CO)C
SMILES (Isomeric) CC1(CCC2(C(C1)C3=CC(C4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O[C@]6([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)CO)C)OC)CO)C
InChI InChI=1S/C43H72O14/c1-37(2)13-14-42(20-46)23(16-37)22-15-24(53-8)34-39(5)11-10-29(38(3,4)27(39)9-12-40(34,6)41(22,7)17-28(42)48)57-43(21-47)35(52)33(26(19-45)56-43)55-36-32(51)31(50)30(49)25(18-44)54-36/h15,23-36,44-52H,9-14,16-21H2,1-8H3/t23?,24?,25-,26-,27?,28?,29?,30-,31+,32-,33-,34?,35+,36+,39?,40?,41?,42?,43+/m1/s1
InChI Key FBSZDWUAVUDYAK-CDDIPLPFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H72O14
Molecular Weight 813.00 g/mol
Exact Mass 812.49220697 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.39
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 9

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,3S,4S,5R)-4-hydroxy-5-[[8-hydroxy-8a-(hydroxymethyl)-14-methoxy-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]-2,5-bis(hydroxymethyl)oxolan-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 + 0.7874 78.74%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7672 76.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7736 77.36%
OATP1B3 inhibitior + 0.8918 89.18%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7218 72.18%
P-glycoprotein inhibitior + 0.7586 75.86%
P-glycoprotein substrate - 0.6464 64.64%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9262 92.62%
CYP2C9 inhibition - 0.8654 86.54%
CYP2C19 inhibition - 0.8947 89.47%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.9024 90.24%
CYP2C8 inhibition + 0.6692 66.92%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5087 50.87%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.6095 60.95%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.8253 82.53%
Human Ether-a-go-go-Related Gene inhibition + 0.7215 72.15%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6927 69.27%
skin sensitisation - 0.8921 89.21%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7778 77.78%
Acute Oral Toxicity (c) III 0.4218 42.18%
Estrogen receptor binding + 0.7138 71.38%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding - 0.5797 57.97%
Glucocorticoid receptor binding + 0.6447 64.47%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.7307 73.07%
Honey bee toxicity - 0.6263 62.63%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8878 88.78%

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 97.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.71% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.93% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.97% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.97% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.69% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.43% 97.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.20% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.64% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.37% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 81.60% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.53% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.57% 97.14%

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 scorzonerifolium

Cross-Links

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PubChem 6325955
NPASS NPC171309