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2-Acetyloxy-8a-[3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-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 b3391c88-f467-4cb0-b9f3-36b6937b8a22
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-acetyloxy-8a-[3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-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(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)C(=O)O)O)OC(=O)C)C)C)(C)C)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)OC9C(C(C(CO9)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)C(=O)O)O)OC(=O)C)C)C)(C)C)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)OC9C(C(C(CO9)O)O)O
InChI InChI=1S/C55H86O25/c1-22-41(78-45-38(65)32(59)26(58)20-72-45)37(64)40(67)46(74-22)79-42-36(63)34(61)29(21-73-44-39(66)35(62)33(60)28(19-56)76-44)77-47(42)80-49(71)55-15-13-50(3,4)17-25(55)24-9-10-30-51(5)18-27(75-23(2)57)43(68)54(8,48(69)70)31(51)11-12-53(30,7)52(24,6)14-16-55/h9,22,25-47,56,58-68H,10-21H2,1-8H3,(H,69,70)
InChI Key PUUKUXFEJYIGQO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H86O25
Molecular Weight 1147.30 g/mol
Exact Mass 1146.54581822 g/mol
Topological Polar Surface Area (TPSA) 397.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -1.76
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Acetyloxy-8a-[3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-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 - 0.8728 87.28%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7917 79.17%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9305 93.05%
P-glycoprotein inhibitior + 0.7466 74.66%
P-glycoprotein substrate + 0.5610 56.10%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
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 + 0.7574 75.74%
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 - 0.8998 89.98%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7511 75.11%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8250 82.50%
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 - 0.7321 73.21%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7470 74.70%
Thyroid receptor binding + 0.5767 57.67%
Glucocorticoid receptor binding + 0.7729 77.29%
Aromatase binding + 0.6190 61.90%
PPAR gamma + 0.8124 81.24%
Honey bee toxicity - 0.6634 66.34%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6550 65.50%
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 99.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.31% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.93% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.80% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.36% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.94% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.57% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.95% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.63% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.60% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.16% 100.00%
CHEMBL5028 O14672 ADAM10 85.93% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.26% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.37% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.16% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.41% 96.90%

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.
Herniaria hirsuta

Cross-Links

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PubChem 85246895
LOTUS LTS0138592
wikiData Q105215292