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(3R,3aS,4S,5aS,5bS,7aS,9S,11aS,11bS,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-9-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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 6142afcd-1193-40f0-afd9-2101db2e4955
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3R,3aS,4S,5aS,5bS,7aS,9S,11aS,11bS,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-9-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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/C41H68O13/c1-36(2)26(53-34-31(49)28(46)22(45)18-51-34)12-14-39(6)25-10-9-24-38(5)13-11-19(37(3,4)54-35-32(50)30(48)29(47)23(17-42)52-35)27(38)20(43)15-40(24,7)41(25,8)16-21(44)33(36)39/h19-20,22-35,42-43,45-50H,9-18H2,1-8H3/t19-,20+,22+,23-,24-,25+,26+,27-,28+,29+,30+,31+,32+,33-,34-,35+,38-,39+,40+,41+/m1/s1
InChI Key VMLCUSZAAPPFET-FWSBRKQASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O13
Molecular Weight 769.00 g/mol
Exact Mass 768.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aS,4S,5aS,5bS,7aS,9S,11aS,11bS,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-9-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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 - 0.8771 87.71%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8261 82.61%
OATP1B3 inhibitior + 0.8702 87.02%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5887 58.87%
P-glycoprotein inhibitior + 0.7532 75.32%
P-glycoprotein substrate - 0.6232 62.32%
CYP3A4 substrate + 0.7266 72.66%
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 + 0.5593 55.93%
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 - 0.9099 90.99%
Skin irritation - 0.6714 67.14%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3809 38.09%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5574 55.74%
skin sensitisation - 0.9351 93.51%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8657 86.57%
Acute Oral Toxicity (c) I 0.5589 55.89%
Estrogen receptor binding + 0.6743 67.43%
Androgen receptor binding + 0.7567 75.67%
Thyroid receptor binding - 0.6124 61.24%
Glucocorticoid receptor binding + 0.6249 62.49%
Aromatase binding + 0.6651 66.51%
PPAR gamma + 0.7031 70.31%
Honey bee toxicity - 0.6949 69.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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 98.90% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.39% 96.77%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.49% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.12% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.24% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.38% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.17% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.66% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.85% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.21% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.64% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.08% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.84% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.73% 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.
Glinus lotoides

Cross-Links

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PubChem 162912405
LOTUS LTS0008529
wikiData Q105289037