(2S,9R,13S,14R,15S,17S)-16-hydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione

Details

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Internal ID 4458e4d4-50b7-40aa-bad7-1edcef0f6f51
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (2S,9R,13S,14R,15S,17S)-16-hydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione
SMILES (Canonical) CC1C=C(C(=O)C2(C1CC3C4(C2C(C(C(C4CC(=O)O3)C)OC)O)C)C)OC
SMILES (Isomeric) C[C@@H]1[C@@H]2CC(=O)O[C@H]3[C@@]2(C(C([C@H]1OC)O)[C@@]4(C(C3)C(C=C(C4=O)OC)C)C)C
InChI InChI=1S/C22H32O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10-13,15,17-19,24H,8-9H2,1-6H3/t10?,11-,12?,13+,15-,17?,18+,19?,21-,22+/m1/s1
InChI Key DCUOEDHQKMLWHI-BCJRJGLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O6
Molecular Weight 392.50 g/mol
Exact Mass 392.21988874 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,9R,13S,14R,15S,17S)-16-hydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9753 97.53%
Caco-2 + 0.5072 50.72%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7271 72.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7489 74.89%
P-glycoprotein inhibitior - 0.5826 58.26%
P-glycoprotein substrate - 0.5758 57.58%
CYP3A4 substrate + 0.6340 63.40%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.8712 87.12%
CYP2C9 inhibition - 0.9823 98.23%
CYP2C19 inhibition - 0.9505 95.05%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8767 87.67%
CYP2C8 inhibition - 0.5667 56.67%
CYP inhibitory promiscuity - 0.9485 94.85%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6019 60.19%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.6297 62.97%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4545 45.45%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6463 64.63%
skin sensitisation - 0.7842 78.42%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6174 61.74%
Acute Oral Toxicity (c) III 0.5757 57.57%
Estrogen receptor binding + 0.7557 75.57%
Androgen receptor binding + 0.5807 58.07%
Thyroid receptor binding + 0.5925 59.25%
Glucocorticoid receptor binding + 0.5780 57.80%
Aromatase binding + 0.5513 55.13%
PPAR gamma + 0.6958 69.58%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8861 88.61%

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 96.04% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.37% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.74% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.35% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.71% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.50% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.55% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.24% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.98% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.01% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.65% 95.50%

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 5320148
LOTUS LTS0161887
wikiData Q104975928