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[(1S,2S,6S,7S,9R,11R,13R,14S,15R,16S,17R)-14-acetyloxy-11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-3-oxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-15-yl] acetate

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 2c9a012b-6234-45eb-a38d-64ce140ab1bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1S,2S,6S,7S,9R,11R,13R,14S,15R,16S,17R)-14-acetyloxy-11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-3-oxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-15-yl] acetate
SMILES (Canonical) CC1C=C(C(=O)C2(C1CC3C4(C2C(C(C(C4CC(O3)O)(C)OC(=O)C)OC(=O)C)O)C)C)OC
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@@H]([C@H]([C@@]([C@@H]4C[C@@H](O3)O)(C)OC(=O)C)OC(=O)C)O)C)C)OC
InChI InChI=1S/C25H36O9/c1-11-8-15(31-7)21(30)23(4)14(11)9-17-24(5)16(10-18(28)33-17)25(6,34-13(3)27)22(32-12(2)26)19(29)20(23)24/h8,11,14,16-20,22,28-29H,9-10H2,1-7H3/t11-,14+,16-,17-,18-,19+,20-,22-,23+,24-,25+/m1/s1
InChI Key ROEGPSQZYCAWBB-PXSAMKCDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H36O9
Molecular Weight 480.50 g/mol
Exact Mass 480.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,6S,7S,9R,11R,13R,14S,15R,16S,17R)-14-acetyloxy-11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-3-oxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-15-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9462 94.62%
Caco-2 - 0.7082 70.82%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6362 63.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6204 62.04%
P-glycoprotein inhibitior + 0.6629 66.29%
P-glycoprotein substrate - 0.6077 60.77%
CYP3A4 substrate + 0.6656 66.56%
CYP2C9 substrate - 0.7925 79.25%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition - 0.9052 90.52%
CYP2C9 inhibition - 0.9776 97.76%
CYP2C19 inhibition - 0.9393 93.93%
CYP2D6 inhibition - 0.9146 91.46%
CYP1A2 inhibition - 0.8529 85.29%
CYP2C8 inhibition + 0.4848 48.48%
CYP inhibitory promiscuity - 0.9523 95.23%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5638 56.38%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.5993 59.93%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5037 50.37%
skin sensitisation - 0.8336 83.36%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.3734 37.34%
Estrogen receptor binding + 0.8179 81.79%
Androgen receptor binding + 0.5921 59.21%
Thyroid receptor binding + 0.5362 53.62%
Glucocorticoid receptor binding + 0.6655 66.55%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.6539 65.39%
Honey bee toxicity - 0.6561 65.61%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.8445 84.45%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.09% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.76% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.99% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.66% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.41% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.40% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.21% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.02% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.12% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.22% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.66% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.10% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.91% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 82.60% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.92% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.80% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.31% 90.00%

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.
Picrasma quassioides

Cross-Links

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PubChem 12098293
LOTUS LTS0093511
wikiData Q105242177