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methyl (1'S,2'S,3aS,5'R,6'R,8'R)-5'-(furan-3-carbonyl)-1',4,4,5',8'-pentamethyl-6,10'-dioxospiro[3,3a-dihydrofuro[3,2-c]pyran-2,11'-7,9-dioxatricyclo[4.4.1.02,8]undecane]-6'-carboxylate

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 5dd190fd-39a7-4c10-a5c2-86172be62fed
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (1'S,2'S,3aS,5'R,6'R,8'R)-5'-(furan-3-carbonyl)-1',4,4,5',8'-pentamethyl-6,10'-dioxospiro[3,3a-dihydrofuro[3,2-c]pyran-2,11'-7,9-dioxatricyclo[4.4.1.02,8]undecane]-6'-carboxylate
SMILES (Canonical) CC1(C2CC3(C4(C5CCC(C3(OC5(OC4=O)C)C(=O)OC)(C)C(=O)C6=COC=C6)C)OC2=CC(=O)O1)C
SMILES (Isomeric) C[C@]1(CC[C@H]2[C@@]3(C(=O)O[C@]2(O[C@]1(C34C[C@@H]5C(=CC(=O)OC5(C)C)O4)C(=O)OC)C)C)C(=O)C6=COC=C6
InChI InChI=1S/C27H30O10/c1-22(2)15-12-26(34-16(15)11-18(28)35-22)24(4)17-7-9-23(3,19(29)14-8-10-33-13-14)27(26,21(31)32-6)37-25(17,5)36-20(24)30/h8,10-11,13,15,17H,7,9,12H2,1-6H3/t15-,17+,23+,24-,25+,26?,27-/m1/s1
InChI Key NRBMXHHPRYEDCN-AVBDEPRKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O10
Molecular Weight 514.50 g/mol
Exact Mass 514.18389715 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1'S,2'S,3aS,5'R,6'R,8'R)-5'-(furan-3-carbonyl)-1',4,4,5',8'-pentamethyl-6,10'-dioxospiro[3,3a-dihydrofuro[3,2-c]pyran-2,11'-7,9-dioxatricyclo[4.4.1.02,8]undecane]-6'-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.6210 62.10%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7564 75.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7820 78.20%
OATP1B3 inhibitior + 0.8790 87.90%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7970 79.70%
P-glycoprotein inhibitior + 0.8301 83.01%
P-glycoprotein substrate + 0.5166 51.66%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition + 0.5093 50.93%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.8013 80.13%
CYP2D6 inhibition - 0.8982 89.82%
CYP1A2 inhibition - 0.7034 70.34%
CYP2C8 inhibition + 0.6908 69.08%
CYP inhibitory promiscuity - 0.8518 85.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4409 44.09%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8913 89.13%
Skin irritation - 0.6698 66.98%
Skin corrosion - 0.8785 87.85%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7249 72.49%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6267 62.67%
skin sensitisation - 0.7970 79.70%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5344 53.44%
Acute Oral Toxicity (c) III 0.3563 35.63%
Estrogen receptor binding + 0.8434 84.34%
Androgen receptor binding + 0.7722 77.22%
Thyroid receptor binding + 0.7110 71.10%
Glucocorticoid receptor binding + 0.7743 77.43%
Aromatase binding + 0.7388 73.88%
PPAR gamma + 0.7148 71.48%
Honey bee toxicity - 0.8404 84.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9866 98.66%

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 95.18% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.60% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.47% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.02% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.84% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.53% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.75% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.53% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.15% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.69% 90.00%
CHEMBL2581 P07339 Cathepsin D 84.62% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.04% 89.00%
CHEMBL5028 O14672 ADAM10 82.69% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.93% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.21% 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.
Harrisonia brownii

Cross-Links

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PubChem 101677512
LOTUS LTS0149618
wikiData Q105184315