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[(1R,2S,5R,6R,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] benzoate

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 30f6543c-0b72-44eb-9b23-2b8de773afa0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,5R,6R,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] benzoate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(OC(=O)CC4=C3CC(C1OC(=O)C5=CC=CC=C5)(C2=O)O)C6=COC=C6)C)C)CC(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=C1CC(=O)O[C@H]2C4=COC=C4)C[C@]5([C@H](C([C@@H]([C@@]3(C5=O)C)CC(=O)OC)(C)C)OC(=O)C6=CC=CC=C6)O
InChI InChI=1S/C34H38O9/c1-31(2)24(16-25(35)40-5)33(4)22-11-13-32(3)23(15-26(36)42-27(32)20-12-14-41-18-20)21(22)17-34(39,29(33)38)30(31)43-28(37)19-9-7-6-8-10-19/h6-10,12,14,18,22,24,27,30,39H,11,13,15-17H2,1-5H3/t22-,24-,27-,30-,32+,33+,34-/m0/s1
InChI Key QLNUKHGTFPPKSK-DNQRGZSMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H38O9
Molecular Weight 590.70 g/mol
Exact Mass 590.25158279 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5R,6R,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.7833 78.33%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8121 81.21%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior - 0.5054 50.54%
OATP1B3 inhibitior - 0.2691 26.91%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9822 98.22%
P-glycoprotein inhibitior + 0.8648 86.48%
P-glycoprotein substrate + 0.6243 62.43%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8754 87.54%
CYP3A4 inhibition + 0.8654 86.54%
CYP2C9 inhibition - 0.7981 79.81%
CYP2C19 inhibition - 0.8872 88.72%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.8839 88.39%
CYP2C8 inhibition + 0.8262 82.62%
CYP inhibitory promiscuity - 0.8585 85.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4282 42.82%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.6265 62.65%
Skin corrosion - 0.9303 93.03%
Ames mutagenesis - 0.8040 80.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6963 69.63%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.8582 85.82%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7218 72.18%
Acute Oral Toxicity (c) I 0.7528 75.28%
Estrogen receptor binding + 0.8402 84.02%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding + 0.6217 62.17%
Glucocorticoid receptor binding + 0.8475 84.75%
Aromatase binding + 0.6636 66.36%
PPAR gamma + 0.7606 76.06%
Honey bee toxicity - 0.8113 81.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL221 P23219 Cyclooxygenase-1 97.40% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.25% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.96% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.22% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.40% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 89.55% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.87% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.73% 82.69%
CHEMBL5028 O14672 ADAM10 86.71% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.12% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 84.91% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.48% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.05% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.87% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.58% 91.07%
CHEMBL4208 P20618 Proteasome component C5 82.05% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.92% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.61% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.20% 93.00%

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.
Swietenia mahagoni

Cross-Links

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PubChem 44613429
NPASS NPC244514
LOTUS LTS0205896
wikiData Q105223679