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Methyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-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 d2f5953b-4f62-4a99-8eb1-926957104ffd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(OC(C3O)OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C(=O)OC)O)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(OC(C3O)OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C(=O)OC)O)CO)O)O)O)O)O
InChI InChI=1S/C55H88O23/c1-23-31(58)34(61)37(64)45(71-23)77-43-36(63)33(60)27(22-57)73-48(43)75-41-39(66)42(44(68)70-9)76-47(40(41)67)74-30-13-14-52(6)28(51(30,4)5)12-15-54(8)29(52)11-10-24-25-20-50(2,3)16-18-55(25,19-17-53(24,54)7)49(69)78-46-38(65)35(62)32(59)26(21-56)72-46/h10,23,25-43,45-48,56-67H,11-22H2,1-9H3
InChI Key FXGQMYFNFWGPME-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O23
Molecular Weight 1117.30 g/mol
Exact Mass 1116.57163905 g/mol
Topological Polar Surface Area (TPSA) 360.00 Ų
XlogP 2.00
Atomic LogP (AlogP) -0.83
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7095 70.95%
Caco-2 - 0.8780 87.80%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7299 72.99%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.8946 89.46%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.6883 68.83%
CYP3A4 substrate + 0.7363 73.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.7484 74.84%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7347 73.47%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9572 95.72%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8947 89.47%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.7664 76.64%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding + 0.5903 59.03%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.6503 65.03%
PPAR gamma + 0.8305 83.05%
Honey bee toxicity - 0.6367 63.67%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9479 94.79%

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 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.87% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.39% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.32% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.03% 95.17%
CHEMBL2581 P07339 Cathepsin D 86.98% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.23% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.15% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.99% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.96% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.95% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.40% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.41% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.81% 90.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.08% 95.83%
CHEMBL5255 O00206 Toll-like receptor 4 80.87% 92.50%

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.
Neonauclea sessilifolia

Cross-Links

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PubChem 162856167
LOTUS LTS0248844
wikiData Q105003918