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(3R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one

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 b1decb0a-6311-4eb4-b44b-15a5705921e5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H78O17/c1-20-30(52)33(55)35(57)39(60-20)63-37-31(53)24(51)19-59-41(37)62-28-13-15-45(7)27-11-10-26-44(6)14-12-21(43(4,5)64-40-36(58)34(56)32(54)25(18-48)61-40)29(44)22(49)16-46(26,8)47(27,9)17-23(50)38(45)42(28,2)3/h20-22,24-41,48-49,51-58H,10-19H2,1-9H3/t20-,21+,22-,24+,25+,26+,27+,28-,29+,30-,31-,32+,33+,34-,35+,36+,37+,38-,39-,40-,41-,44+,45+,46+,47+/m0/s1
InChI Key VWDCLHSRKDIWAZ-DTJGPTGSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H78O17
Molecular Weight 915.10 g/mol
Exact Mass 914.52390102 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5878 58.78%
Caco-2 - 0.8859 88.59%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8170 81.70%
OATP1B3 inhibitior + 0.8702 87.02%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7078 70.78%
P-glycoprotein inhibitior + 0.7531 75.31%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8533 85.33%
CYP3A4 inhibition - 0.9394 93.94%
CYP2C9 inhibition - 0.8941 89.41%
CYP2C19 inhibition - 0.9060 90.60%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.9213 92.13%
CYP2C8 inhibition + 0.6304 63.04%
CYP inhibitory promiscuity - 0.9775 97.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6894 68.94%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.6714 67.14%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6960 69.60%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5626 56.26%
skin sensitisation - 0.9351 93.51%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9299 92.99%
Acute Oral Toxicity (c) I 0.5589 55.89%
Estrogen receptor binding + 0.7823 78.23%
Androgen receptor binding + 0.7565 75.65%
Thyroid receptor binding - 0.5496 54.96%
Glucocorticoid receptor binding + 0.7034 70.34%
Aromatase binding + 0.6657 66.57%
PPAR gamma + 0.7655 76.55%
Honey bee toxicity - 0.6355 63.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8367 83.67%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.09% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.65% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.25% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.16% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.05% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.46% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.43% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 93.36% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.42% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.80% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.60% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.46% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.18% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.46% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.58% 92.88%
CHEMBL226 P30542 Adenosine A1 receptor 87.52% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.44% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.19% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.46% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.57% 100.00%

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.
Glinus lotoides

Cross-Links

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PubChem 163041423
LOTUS LTS0261102
wikiData Q105298007