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[(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

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 c3885009-c29f-4bd7-bb76-20d39f676491
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(C(OC1OC2C(C(C3(C4CCC5C(CCC5(C4(CCC3C2(C)C)C)C)C(C)(CC=CC(C)(C)O)O)C)O)O)CO)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@@H]([C@H]([C@@]3([C@H]4CC[C@@H]5[C@H](CC[C@]5([C@@]4(CC[C@H]3C2(C)C)C)C)[C@@](C)(C/C=C/C(C)(C)O)O)C)O)O)CO)O)O
InChI InChI=1S/C38H64O11/c1-20(40)47-29-27(42)26(41)23(19-39)48-32(29)49-31-28(43)30(44)38(9)24(34(31,4)5)14-18-36(7)25(38)12-11-21-22(13-17-35(21,36)6)37(8,46)16-10-15-33(2,3)45/h10,15,21-32,39,41-46H,11-14,16-19H2,1-9H3/b15-10+/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31+,32+,35-,36-,37-,38+/m1/s1
InChI Key QBNGQHLUUTVSKD-QJRRRFOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O11
Molecular Weight 696.90 g/mol
Exact Mass 696.44486285 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.84
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8060 80.60%
Caco-2 - 0.8705 87.05%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7915 79.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7950 79.50%
OATP1B3 inhibitior + 0.8505 85.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7542 75.42%
BSEP inhibitior + 0.5929 59.29%
P-glycoprotein inhibitior + 0.7976 79.76%
P-glycoprotein substrate - 0.6523 65.23%
CYP3A4 substrate + 0.7131 71.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.8344 83.44%
CYP2C9 inhibition - 0.8518 85.18%
CYP2C19 inhibition - 0.8966 89.66%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.8439 84.39%
CYP2C8 inhibition + 0.5832 58.32%
CYP inhibitory promiscuity - 0.9420 94.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7385 73.85%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9159 91.59%
Skin irritation - 0.5695 56.95%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7233 72.33%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6864 68.64%
skin sensitisation - 0.9201 92.01%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7407 74.07%
Acute Oral Toxicity (c) I 0.4344 43.44%
Estrogen receptor binding + 0.6798 67.98%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding - 0.5505 55.05%
Glucocorticoid receptor binding + 0.6836 68.36%
Aromatase binding + 0.6981 69.81%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.6464 64.64%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9460 94.60%

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 98.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.48% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.40% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.43% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.97% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.01% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.61% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.33% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.29% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.14% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 84.14% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 83.61% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.45% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.85% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.57% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.08% 94.33%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 100953192
LOTUS LTS0153114
wikiData Q105217925