Methyl 3-[11-(furan-3-yl)-3-hydroxy-2,3',3',6,10-pentamethyl-4,13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,2'-oxirane]-6-yl]prop-2-enoate

Details

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Internal ID a22d388d-2114-4e5d-b049-1cef6e3a2db5
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name methyl 3-[11-(furan-3-yl)-3-hydroxy-2,3',3',6,10-pentamethyl-4,13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,2'-oxirane]-6-yl]prop-2-enoate
SMILES (Canonical) CC1(C2(O1)C(=O)C(C3(C(C2(C)C=CC(=O)OC)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)O)C
SMILES (Isomeric) CC1(C2(O1)C(=O)C(C3(C(C2(C)C=CC(=O)OC)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)O)C
InChI InChI=1S/C27H32O9/c1-22(2)26(36-22)18(30)17(29)25(5)15(23(26,3)11-8-16(28)32-6)7-10-24(4)19(14-9-12-33-13-14)34-21(31)20-27(24,25)35-20/h8-9,11-13,15,17,19-20,29H,7,10H2,1-6H3
InChI Key QYPQCVKHTVAZAM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O9
Molecular Weight 500.50 g/mol
Exact Mass 500.20463259 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 9
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 3-[11-(furan-3-yl)-3-hydroxy-2,3',3',6,10-pentamethyl-4,13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,2'-oxirane]-6-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9564 95.64%
Caco-2 - 0.7206 72.06%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7006 70.06%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior - 0.4384 43.84%
OATP1B3 inhibitior - 0.2851 28.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9061 90.61%
P-glycoprotein inhibitior + 0.7234 72.34%
P-glycoprotein substrate - 0.5274 52.74%
CYP3A4 substrate + 0.6976 69.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8709 87.09%
CYP3A4 inhibition + 0.8056 80.56%
CYP2C9 inhibition - 0.6891 68.91%
CYP2C19 inhibition - 0.7298 72.98%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition - 0.7994 79.94%
CYP2C8 inhibition + 0.7148 71.48%
CYP inhibitory promiscuity - 0.7828 78.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4693 46.93%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.8683 86.83%
Skin irritation - 0.7020 70.20%
Skin corrosion - 0.8841 88.41%
Ames mutagenesis - 0.6419 64.19%
Human Ether-a-go-go-Related Gene inhibition + 0.6732 67.32%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5428 54.28%
skin sensitisation - 0.8207 82.07%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5510 55.10%
Acute Oral Toxicity (c) I 0.4333 43.33%
Estrogen receptor binding + 0.8694 86.94%
Androgen receptor binding + 0.7919 79.19%
Thyroid receptor binding + 0.7180 71.80%
Glucocorticoid receptor binding + 0.8202 82.02%
Aromatase binding + 0.7603 76.03%
PPAR gamma + 0.6884 68.84%
Honey bee toxicity - 0.7952 79.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9823 98.23%

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 98.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.99% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.33% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.36% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.98% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.02% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.80% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.06% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 84.48% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.43% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.44% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.42% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.02% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.77% 94.00%

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.
Dictyoloma vandellianum

Cross-Links

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PubChem 162820475
LOTUS LTS0022825
wikiData Q104196360