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[(1S,2S,3R,4S,5S,7S,9R,10R,12R,15S,16R,17S)-4,9,15-triacetyloxy-3-benzoyloxy-5,10-dihydroxy-2,6,6,12-tetramethyl-11,13-dioxatetracyclo[8.7.0.02,7.012,16]heptadecan-17-yl] benzoate

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 1e118856-7d82-40c5-a5e1-733416075493
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2S,3R,4S,5S,7S,9R,10R,12R,15S,16R,17S)-4,9,15-triacetyloxy-3-benzoyloxy-5,10-dihydroxy-2,6,6,12-tetramethyl-11,13-dioxatetracyclo[8.7.0.02,7.012,16]heptadecan-17-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(C(C(C2(C3C1(OC4(C(C3OC(=O)C5=CC=CC=C5)C(CO4)OC(=O)C)C)O)C)OC(=O)C6=CC=CC=C6)OC(=O)C)O)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@@]([C@@H]3[C@]1(O[C@@]4([C@H]([C@H]3OC(=O)C5=CC=CC=C5)[C@@H](CO4)OC(=O)C)C)O)([C@H]([C@H]([C@H](C2(C)C)O)OC(=O)C)OC(=O)C6=CC=CC=C6)C
InChI InChI=1S/C39H46O14/c1-20(40)48-25-19-47-38(7)28(25)29(51-34(44)23-14-10-8-11-15-23)31-37(6)26(18-27(49-21(2)41)39(31,46)53-38)36(4,5)32(43)30(50-22(3)42)33(37)52-35(45)24-16-12-9-13-17-24/h8-17,25-33,43,46H,18-19H2,1-7H3/t25-,26+,27-,28+,29-,30+,31-,32-,33+,37+,38-,39+/m1/s1
InChI Key DSEMPJSEBYXTKS-HFUSNMKISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H46O14
Molecular Weight 738.80 g/mol
Exact Mass 738.28875614 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.36
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4S,5S,7S,9R,10R,12R,15S,16R,17S)-4,9,15-triacetyloxy-3-benzoyloxy-5,10-dihydroxy-2,6,6,12-tetramethyl-11,13-dioxatetracyclo[8.7.0.02,7.012,16]heptadecan-17-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9127 91.27%
Caco-2 - 0.8291 82.91%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8071 80.71%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.8607 86.07%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9950 99.50%
P-glycoprotein inhibitior + 0.8548 85.48%
P-glycoprotein substrate - 0.5297 52.97%
CYP3A4 substrate + 0.6777 67.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.8955 89.55%
CYP2C9 inhibition - 0.8027 80.27%
CYP2C19 inhibition - 0.8709 87.09%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8287 82.87%
CYP2C8 inhibition + 0.7290 72.90%
CYP inhibitory promiscuity - 0.8636 86.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5305 53.05%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.8007 80.07%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7012 70.12%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5944 59.44%
skin sensitisation - 0.8639 86.39%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5152 51.52%
Acute Oral Toxicity (c) III 0.5265 52.65%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.6486 64.86%
Thyroid receptor binding + 0.6100 61.00%
Glucocorticoid receptor binding + 0.6822 68.22%
Aromatase binding + 0.6321 63.21%
PPAR gamma + 0.7585 75.85%
Honey bee toxicity - 0.6798 67.98%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9635 96.35%

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
CHEMBL221 P23219 Cyclooxygenase-1 97.13% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.94% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.03% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.04% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.54% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.76% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.43% 95.56%
CHEMBL5028 O14672 ADAM10 87.60% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.47% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.68% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.80% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.66% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.92% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.73% 82.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.58% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.49% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.42% 81.11%
CHEMBL1951 P21397 Monoamine oxidase A 80.39% 91.49%

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.
Orthosiphon aristatus var. aristatus

Cross-Links

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PubChem 101180848
NPASS NPC120863
LOTUS LTS0066969
wikiData Q104399628