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(3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

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 fe316b46-debb-4505-a9ac-ddc151c8e9a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H86O25/c1-22-30(57)33(60)36(63)44(72-22)74-38-37(64)39(78-53(70)41(65)34(61)31(58)25(20-55)76-53)45(75-40(38)43(67)68)73-29-12-13-49(6)27(48(29,4)5)11-14-51(8)28(49)10-9-23-24-19-47(2,3)15-17-52(24,18-16-50(23,51)7)46(69)79-54(71)42(66)35(62)32(59)26(21-56)77-54/h9,22,24-42,44-45,55-66,70-71H,10-21H2,1-8H3,(H,67,68)/t22-,24+,25?,26?,27?,28?,29+,30-,31+,32-,33+,34?,35?,36+,37?,38+,39+,40?,41+,42+,44?,45-,49+,50-,51-,52+,53-,54-/m1/s1
InChI Key QKYGQTILYUVZMW-SKRKCVGISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O25
Molecular Weight 1135.20 g/mol
Exact Mass 1134.54581822 g/mol
Topological Polar Surface Area (TPSA) 411.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -2.28
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7947 79.47%
Caco-2 - 0.8755 87.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8900 89.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7601 76.01%
OATP1B3 inhibitior - 0.3851 38.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9209 92.09%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate - 0.5927 59.27%
CYP3A4 substrate + 0.7279 72.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.8518 85.18%
CYP2C9 inhibition - 0.8428 84.28%
CYP2C19 inhibition - 0.8797 87.97%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition - 0.8405 84.05%
CYP2C8 inhibition + 0.7653 76.53%
CYP inhibitory promiscuity - 0.9340 93.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5994 59.94%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.6681 66.81%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.8670 86.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7036 70.36%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8572 85.72%
skin sensitisation - 0.8866 88.66%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8334 83.34%
Acute Oral Toxicity (c) III 0.7384 73.84%
Estrogen receptor binding + 0.7530 75.30%
Androgen receptor binding + 0.7644 76.44%
Thyroid receptor binding + 0.5939 59.39%
Glucocorticoid receptor binding + 0.7799 77.99%
Aromatase binding + 0.6454 64.54%
PPAR gamma + 0.8100 81.00%
Honey bee toxicity - 0.6599 65.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9788 97.88%

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 96.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.61% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 90.93% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.39% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.21% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.19% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.26% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.65% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.63% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.20% 95.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.03% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.23% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL5028 O14672 ADAM10 81.10% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.62% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.31% 96.77%

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.
Heptapleurum arboricola

Cross-Links

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PubChem 163051236
LOTUS LTS0267216
wikiData Q105223401