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2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 c68bc902-4bae-403b-abae-40b8b074b316
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)C)CC=C7C3(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)C)CC=C7C3(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C
InChI InChI=1S/C55H88O25/c1-50(2)29-10-13-54(6)30(9-8-23-24-18-51(3,48(70)72-7)14-16-55(24,17-15-53(23,54)5)49(71)80-47-39(67)35(63)33(61)26(20-57)74-47)52(29,4)12-11-31(50)77-44-40(68)36(64)42(27(21-58)75-44)79-46-41(69)37(65)43(28(22-59)76-46)78-45-38(66)34(62)32(60)25(19-56)73-45/h8,24-47,56-69H,9-22H2,1-7H3
InChI Key SJAOSWXNXBJDJL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O25
Molecular Weight 1149.30 g/mol
Exact Mass 1148.56146829 g/mol
Topological Polar Surface Area (TPSA) 400.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.88
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 - 0.8737 87.37%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7496 74.96%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9383 93.83%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate - 0.8045 80.45%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
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 + 0.6839 68.39%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8067 80.67%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9197 91.97%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7194 71.94%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding + 0.5976 59.76%
Glucocorticoid receptor binding + 0.7711 77.11%
Aromatase binding + 0.6473 64.73%
PPAR gamma + 0.8119 81.19%
Honey bee toxicity - 0.6676 66.76%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.44% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.53% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.25% 96.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.93% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.34% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.52% 97.36%
CHEMBL2581 P07339 Cathepsin D 85.48% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.89% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.57% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.32% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.46% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.07% 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.
Phytolacca thyrsiflora

Cross-Links

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PubChem 14132380
LOTUS LTS0117548
wikiData Q105254167