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8a-[4,5-Dihydroxy-3-[3-hydroxy-6-methyl-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 13af51c8-d7c6-4ce9-b98a-c71ab6625fc1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 8a-[4,5-dihydroxy-3-[3-hydroxy-6-methyl-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(CO1)O)O)O
InChI InChI=1S/C57H90O28/c1-21-41(81-45-37(69)32(64)25(60)18-76-45)42(82-46-38(70)33(65)26(61)19-77-46)40(72)48(79-21)83-43-34(66)27(62)20-78-49(43)85-51(75)57-13-12-52(2,3)14-23(57)22-8-9-29-53(4)15-24(59)44(84-47-39(71)36(68)35(67)28(17-58)80-47)56(7,50(73)74)30(53)10-11-54(29,5)55(22,6)16-31(57)63/h8,21,23-49,58-72H,9-20H2,1-7H3,(H,73,74)
InChI Key YPSGSMGGRVLXIR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H90O28
Molecular Weight 1223.30 g/mol
Exact Mass 1222.56186221 g/mol
Topological Polar Surface Area (TPSA) 450.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -4.26
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8a-[4,5-Dihydroxy-3-[3-hydroxy-6-methyl-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.7601 76.01%
Caco-2 - 0.8761 87.61%
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 - 0.3526 35.26%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9489 94.89%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.5805 58.05%
CYP3A4 substrate + 0.7276 72.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.7241 72.41%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7779 77.79%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7937 79.37%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7521 75.21%
Thyroid receptor binding + 0.6292 62.92%
Glucocorticoid receptor binding + 0.7795 77.95%
Aromatase binding + 0.6439 64.39%
PPAR gamma + 0.8252 82.52%
Honey bee toxicity - 0.6988 69.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6150 61.50%
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 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.67% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.79% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.01% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.71% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.43% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.85% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.66% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.20% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.66% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.92% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.94% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.68% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.36% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.92% 94.00%
CHEMBL5028 O14672 ADAM10 82.04% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.32% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 80.10% 94.75%

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.
Medicago arborea

Cross-Links

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PubChem 163026420
LOTUS LTS0273679
wikiData Q105351827