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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6a-formyl-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 e5b9b226-4cf2-4da7-94b4-6cc75daa2909
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6a-formyl-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H86O23/c1-22-10-15-53(49(69)77-46-42(68)38(64)34(60)26(18-55)71-46)16-17-54(21-58)25(32(53)23(22)2)8-9-30-51(6)13-12-31(50(4,5)29(51)11-14-52(30,54)7)74-47-43(39(65)35(61)27(19-56)72-47)76-48-44(40(66)36(62)28(20-57)73-48)75-45-41(67)37(63)33(59)24(3)70-45/h8,21-24,26-48,55-57,59-68H,9-20H2,1-7H3/t22-,23+,24+,26-,27-,28-,29+,30-,31+,32+,33+,34-,35-,36-,37-,38+,39+,40+,41-,42-,43-,44-,45+,46+,47+,48+,51+,52-,53+,54+/m1/s1
InChI Key BAXBFUUEZUGXNE-PNJNMQOHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O23
Molecular Weight 1103.20 g/mol
Exact Mass 1102.55598899 g/mol
Topological Polar Surface Area (TPSA) 371.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.97
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6a-formyl-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7181 71.81%
Caco-2 - 0.8822 88.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7614 76.14%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.8058 80.58%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate - 0.6320 63.20%
CYP3A4 substrate + 0.7304 73.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8579 85.79%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.7344 73.44%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7692 76.92%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8273 82.73%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9484 94.84%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7770 77.70%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding + 0.5580 55.80%
Glucocorticoid receptor binding + 0.7686 76.86%
Aromatase binding + 0.6252 62.52%
PPAR gamma + 0.8126 81.26%
Honey bee toxicity - 0.6161 61.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9722 97.22%

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 98.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.97% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.25% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 91.76% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.75% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.10% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.82% 100.00%
CHEMBL5028 O14672 ADAM10 84.25% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.47% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 80.94% 92.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.92% 89.44%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.63% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.00% 94.00%

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.
Bhesa paniculata

Cross-Links

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PubChem 10351218
LOTUS LTS0265917
wikiData Q104922507