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6-[[9-Acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 c1c0f8f3-0cd8-459d-ac9b-d73c2f214e41
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[9-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H84O23/c1-11-22(2)45(69)77-42-43(70-23(3)58)54(21-57)25(18-49(42,4)5)24-12-13-29-51(8)16-15-30(50(6,7)28(51)14-17-52(29,9)53(24,10)40(65)41(54)66)73-48-39(76-47-35(63)33(61)31(59)26(19-55)71-47)37(36(64)38(75-48)44(67)68)74-46-34(62)32(60)27(20-56)72-46/h11-12,25-43,46-48,55-57,59-66H,13-21H2,1-10H3,(H,67,68)
InChI Key YBWCONKZAAIFHO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H84O23
Molecular Weight 1101.20 g/mol
Exact Mass 1100.54033892 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP 2.10
Atomic LogP (AlogP) -0.68
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[9-Acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.8106 81.06%
Caco-2 - 0.8697 86.97%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8938 89.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7629 76.29%
OATP1B3 inhibitior - 0.2400 24.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9392 93.92%
P-glycoprotein inhibitior + 0.7476 74.76%
P-glycoprotein substrate - 0.5424 54.24%
CYP3A4 substrate + 0.7369 73.69%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.8885 88.85%
CYP2C9 inhibition - 0.8346 83.46%
CYP2C19 inhibition - 0.9134 91.34%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8884 88.84%
CYP2C8 inhibition + 0.7511 75.11%
CYP inhibitory promiscuity - 0.9147 91.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4933 49.33%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5513 55.13%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7054 70.54%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7881 78.81%
skin sensitisation - 0.9110 91.10%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5839 58.39%
Acute Oral Toxicity (c) III 0.7300 73.00%
Estrogen receptor binding + 0.7481 74.81%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.5944 59.44%
Glucocorticoid receptor binding + 0.7898 78.98%
Aromatase binding + 0.6289 62.89%
PPAR gamma + 0.8156 81.56%
Honey bee toxicity - 0.6699 66.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9795 97.95%

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 98.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.11% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.21% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.86% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.59% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.48% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.53% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.96% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.25% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.75% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.49% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.13% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.19% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.97% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.85% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.22% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 80.84% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.49% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.26% 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.
Aesculus pavia

Cross-Links

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PubChem 75227444
LOTUS LTS0052811
wikiData Q105346081