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Makilactone R

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 87aa2f52-29d2-480a-bea2-f3b01636ea4d
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,4S,5R,10S,12S,14R,15R,18R)-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione
SMILES (Canonical) CC12CC3C(O3)C4(C1C(C5C6(C2=CC(=O)OC6C(C)(CS(=O)C)O)O5)OC4=O)C
SMILES (Isomeric) C[C@]12C[C@H]3[C@H](O3)[C@]4([C@@H]1[C@@H]([C@@H]5[C@]6(C2=CC(=O)O[C@@H]6[C@](C)(CS(=O)C)O)O5)OC4=O)C
InChI InChI=1S/C20H24O8S/c1-17-6-8-13(25-8)19(3)12(17)11(27-16(19)22)14-20(28-14)9(17)5-10(21)26-15(20)18(2,23)7-29(4)24/h5,8,11-15,23H,6-7H2,1-4H3/t8-,11-,12+,13-,14+,15+,17+,18-,19+,20-,29?/m0/s1
InChI Key SZWRHPLVENMBBZ-DRVSKCMGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24O8S
Molecular Weight 424.50 g/mol
Exact Mass 424.11918889 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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(1S,2R,4S,5R,10S,12S,14R,15R,18R)-5-[(2R)-2-Hydroxy-1-methylsulfinylpropan-2-yl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione

2D Structure

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2D Structure of Makilactone R

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9721 97.21%
Caco-2 - 0.7242 72.42%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4165 41.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8572 85.72%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5101 51.01%
P-glycoprotein inhibitior - 0.4909 49.09%
P-glycoprotein substrate + 0.5574 55.74%
CYP3A4 substrate + 0.6622 66.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition + 0.6251 62.51%
CYP2C9 inhibition - 0.7646 76.46%
CYP2C19 inhibition - 0.7356 73.56%
CYP2D6 inhibition - 0.8849 88.49%
CYP1A2 inhibition - 0.7166 71.66%
CYP2C8 inhibition - 0.5738 57.38%
CYP inhibitory promiscuity - 0.9174 91.74%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Non-required 0.5063 50.63%
Eye corrosion - 0.9756 97.56%
Eye irritation - 0.9498 94.98%
Skin irritation - 0.7281 72.81%
Skin corrosion - 0.9093 90.93%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition - 0.7952 79.52%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.6409 64.09%
skin sensitisation - 0.8068 80.68%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4674 46.74%
Acute Oral Toxicity (c) III 0.5124 51.24%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.6690 66.90%
Thyroid receptor binding + 0.5234 52.34%
Glucocorticoid receptor binding + 0.6716 67.16%
Aromatase binding + 0.6023 60.23%
PPAR gamma + 0.6994 69.94%
Honey bee toxicity - 0.8140 81.40%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8883 88.83%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.73% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.02% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.43% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.54% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 88.44% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.18% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.56% 97.09%
CHEMBL2581 P07339 Cathepsin D 84.54% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.41% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.34% 94.45%

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.
Podocarpus macrophyllus

Cross-Links

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PubChem 21628892
LOTUS LTS0012033
wikiData Q105264447