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[5-(Acetyloxymethyl)-9,16,21,22-tetrahydroxy-13,20,25-trimethyl-4,24-dioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl 2-methylbut-2-enoate

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 90d5e516-31ce-495b-8820-6c6437bae45e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [5-(acetyloxymethyl)-9,16,21,22-tetrahydroxy-13,20,25-trimethyl-4,24-dioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6(C7CC7C8(C6=C5C9=C(C(=O)OC9(C8O)O)C)C)O)COC(=O)C)C)O
SMILES (Isomeric) CC=C(C)C(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6(C7CC7C8(C6=C5C9=C(C(=O)OC9(C8O)O)C)C)O)COC(=O)C)C)O
InChI InChI=1S/C37H42O12/c1-7-14(2)28(39)47-13-35(44)22-8-19(22)32(5)23(35)10-18-17(12-46-16(4)38)30(41)48-36(18)24(32)11-34(43)21-9-20(21)33(6)27(34)26(36)25-15(3)29(40)49-37(25,45)31(33)42/h7,19-24,31,42-45H,8-13H2,1-6H3
InChI Key FYTGVSJFROTUKO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H42O12
Molecular Weight 678.70 g/mol
Exact Mass 678.26762677 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 1.70
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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[(2R,8R,9S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-5-(acetyloxymethyl)-9,16,21,22-tetrahydroxy-13,20,25-trimethyl-4,24-dioxo-3,23-dioxanonacyclo[14.10.1.0^{2,6.0^{2,14.0^{8,13.0^{10,12.0^{17,19.0^{20,27.0^{22,26]heptacosa-1(27),5,25-trien-9-yl]methyl (E)-2-methylbut-2-enoate

2D Structure

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2D Structure of [5-(Acetyloxymethyl)-9,16,21,22-tetrahydroxy-13,20,25-trimethyl-4,24-dioxo-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-trien-9-yl]methyl 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9535 95.35%
Caco-2 - 0.8319 83.19%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8406 84.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7899 78.99%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9092 90.92%
P-glycoprotein inhibitior + 0.7734 77.34%
P-glycoprotein substrate + 0.6265 62.65%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7602 76.02%
CYP2C9 inhibition - 0.8408 84.08%
CYP2C19 inhibition - 0.8783 87.83%
CYP2D6 inhibition - 0.9435 94.35%
CYP1A2 inhibition - 0.8784 87.84%
CYP2C8 inhibition + 0.6696 66.96%
CYP inhibitory promiscuity - 0.9118 91.18%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4440 44.40%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9134 91.34%
Skin irritation - 0.5487 54.87%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4415 44.15%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6001 60.01%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7391 73.91%
Acute Oral Toxicity (c) I 0.4661 46.61%
Estrogen receptor binding + 0.7578 75.78%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding - 0.5090 50.90%
Glucocorticoid receptor binding + 0.7687 76.87%
Aromatase binding + 0.7332 73.32%
PPAR gamma + 0.7577 75.77%
Honey bee toxicity - 0.6040 60.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9857 98.57%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.57% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.20% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.85% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.94% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.55% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.41% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.58% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.72% 97.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.27% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.35% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.87% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 80.75% 95.93%

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.
Sarcandra glabra

Cross-Links

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PubChem 75058466
LOTUS LTS0259226
wikiData Q105004713