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[5-But-2-enoyloxy-3-[5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] 5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 e81af5c9-16ca-4425-abee-d2e37888cd05
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [5-but-2-enoyloxy-3-[5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] 5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C63H100O26/c1-12-13-37(67)85-49-29(5)83-56(51(46(49)76)88-55-45(75)42(72)48(28(4)82-55)86-52-47(77)50(32(65)24-79-52)87-54-44(74)41(71)39(69)27(3)81-54)89-57(78)63-21-20-58(6,7)22-31(63)30-14-15-34-59(8)18-17-36(84-53-43(73)40(70)38(68)26(2)80-53)60(9,25-64)33(59)16-19-61(34,10)62(30,11)23-35(63)66/h12-14,26-29,31-36,38-56,64-66,68-77H,15-25H2,1-11H3
InChI Key LECZRWLHASGHDY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H100O26
Molecular Weight 1273.40 g/mol
Exact Mass 1272.65028329 g/mol
Topological Polar Surface Area (TPSA) 399.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 26
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-But-2-enoyloxy-3-[5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] 5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8663 86.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3195 31.95%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9659 96.59%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.6521 65.21%
CYP3A4 substrate + 0.7474 74.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7765 77.65%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7386 73.86%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8319 83.19%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8787 87.87%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7323 73.23%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding + 0.6926 69.26%
Glucocorticoid receptor binding + 0.8350 83.50%
Aromatase binding + 0.6499 64.99%
PPAR gamma + 0.8501 85.01%
Honey bee toxicity - 0.6660 66.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9585 95.85%

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 97.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.78% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.67% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.52% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.14% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 90.85% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.65% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.88% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.93% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.58% 100.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.21% 91.65%
CHEMBL5028 O14672 ADAM10 85.73% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.62% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.59% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.25% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.11% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 80.80% 95.92%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.16% 89.44%

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.
Bellis perennis

Cross-Links

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PubChem 162991946
LOTUS LTS0152932
wikiData Q105150503