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[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2R,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylate

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 45372b9f-9707-4086-ab77-aaf6e7e903c6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2R,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H76O19/c1-22-32(55)38(66-39-36(59)35(58)34(57)27(18-49)64-39)37(60)40(63-22)65-31-10-11-43(3)28(44(31,4)20-50)9-12-45(5)29(43)8-7-23-24-15-42(2,41(61)62-19-26(53)33(56)25(52)17-48)13-14-47(24,21-51)30(54)16-46(23,45)6/h7-8,22,25-40,48-60H,9-21H2,1-6H3/t22-,25-,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,36-,37-,38+,39+,40+,42-,43+,44+,45-,46-,47-/m1/s1
InChI Key WARVCCYDDIXGPS-DHMACUQCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O19
Molecular Weight 945.10 g/mol
Exact Mass 944.49808019 g/mol
Topological Polar Surface Area (TPSA) 326.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.72
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2R,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7336 73.36%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8107 81.07%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8145 81.45%
P-glycoprotein inhibitior + 0.7500 75.00%
P-glycoprotein substrate + 0.6569 65.69%
CYP3A4 substrate + 0.7475 74.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.7495 74.95%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.7589 75.89%
Human Ether-a-go-go-Related Gene inhibition + 0.7512 75.12%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.7159 71.59%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.6333 63.33%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.7945 79.45%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding - 0.5276 52.76%
Glucocorticoid receptor binding + 0.7246 72.46%
Aromatase binding + 0.6431 64.31%
PPAR gamma + 0.7940 79.40%
Honey bee toxicity - 0.6856 68.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9206 92.06%

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 98.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.54% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.64% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.24% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.85% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.82% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.39% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.01% 89.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.85% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.93% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.14% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.50% 99.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.31% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.48% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.48% 96.00%
CHEMBL5028 O14672 ADAM10 82.20% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.94% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.34% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.19% 94.45%

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.
Alstonia angustiloba
Alstonia scholaris
Bupleurum scorzonerifolium

Cross-Links

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PubChem 102331238
LOTUS LTS0028173
wikiData Q104987922