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methyl 2-[(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-16-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 03489f21-16bb-401a-8492-bce57c9d4dd5
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name methyl 2-[(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-16-yl]acetate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(OC(=O)C=C4C3=CC(C1O)C2=O)C5=COC=C5)C)C)CC(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=C[C@H]4[C@H](C([C@@H]([C@@]3(C4=O)C)CC(=O)OC)(C)C)O)C1=CC(=O)O[C@H]2C5=COC=C5
InChI InChI=1S/C27H32O7/c1-25(2)19(12-20(28)32-5)27(4)17-6-8-26(3)18(15(17)10-16(22(25)30)23(27)31)11-21(29)34-24(26)14-7-9-33-13-14/h7,9-11,13,16-17,19,22,24,30H,6,8,12H2,1-5H3/t16-,17-,19-,22+,24-,26+,27+/m0/s1
InChI Key SWGGAYMXYUKZCM-OLJNMEOCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O7
Molecular Weight 468.50 g/mol
Exact Mass 468.21480336 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.93
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-16-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 + 0.9845 98.45%
Caco-2 - 0.6560 65.60%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8366 83.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.6288 62.88%
OATP1B3 inhibitior - 0.3543 35.43%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9169 91.69%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate + 0.5677 56.77%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8722 87.22%
CYP3A4 inhibition + 0.6971 69.71%
CYP2C9 inhibition - 0.7097 70.97%
CYP2C19 inhibition - 0.8201 82.01%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.7452 74.52%
CYP2C8 inhibition + 0.6700 67.00%
CYP inhibitory promiscuity - 0.6249 62.49%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4539 45.39%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9353 93.53%
Skin irritation - 0.6294 62.94%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7260 72.60%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5176 51.76%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6815 68.15%
Acute Oral Toxicity (c) I 0.6334 63.34%
Estrogen receptor binding + 0.8324 83.24%
Androgen receptor binding + 0.6988 69.88%
Thyroid receptor binding + 0.6572 65.72%
Glucocorticoid receptor binding + 0.8743 87.43%
Aromatase binding + 0.6826 68.26%
PPAR gamma + 0.7621 76.21%
Honey bee toxicity - 0.8398 83.98%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9899 98.99%

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 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.95% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.95% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 91.64% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.84% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 86.58% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.56% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.37% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.89% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.50% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.85% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.08% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.84% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.60% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 81.07% 95.93%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.31% 92.88%

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.
Swietenia mahagoni

Cross-Links

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PubChem 163106068
LOTUS LTS0155618
wikiData Q105262640