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[(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-18-[(2S)-2-methylbutanoyl]oxy-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] (2S)-2-methylbutanoate

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 6c9e8e08-462c-4220-a76d-23487605c39b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-18-[(2S)-2-methylbutanoyl]oxy-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C=C4C35C(C1(C2(O5)O)O)OC(=O)C(C)CC)C6=COC=C6)C)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@H]1[C@@]23[C@H](CC[C@@]4(C2=CC(=O)O[C@H]4C5=COC=C5)C)[C@@]6([C@H](C([C@@H]([C@]1([C@@]6(O3)O)O)OC(=O)[C@@H](C)CC)(C)C)CC(=O)OC)C
InChI InChI=1S/C37H50O12/c1-10-19(3)28(40)47-30-32(5,6)23(16-25(38)44-9)34(8)22-12-14-33(7)24(17-26(39)46-27(33)21-13-15-45-18-21)35(22)31(48-29(41)20(4)11-2)36(30,42)37(34,43)49-35/h13,15,17-20,22-23,27,30-31,42-43H,10-12,14,16H2,1-9H3/t19-,20-,22+,23-,27-,30-,31-,33+,34+,35+,36-,37+/m0/s1
InChI Key WIRVOFJSFCARHB-DQDKLKNLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H50O12
Molecular Weight 686.80 g/mol
Exact Mass 686.33022703 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.56
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,6R,7R,10R,11S,12S,14S,15S,16R,18R)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-18-[(2S)-2-methylbutanoyl]oxy-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9729 97.29%
Caco-2 - 0.8185 81.85%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7848 78.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.5211 52.11%
OATP1B3 inhibitior - 0.2139 21.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.7814 78.14%
P-glycoprotein substrate + 0.6395 63.95%
CYP3A4 substrate + 0.7005 70.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8770 87.70%
CYP3A4 inhibition + 0.7860 78.60%
CYP2C9 inhibition - 0.7037 70.37%
CYP2C19 inhibition - 0.7366 73.66%
CYP2D6 inhibition - 0.8962 89.62%
CYP1A2 inhibition - 0.7804 78.04%
CYP2C8 inhibition + 0.7476 74.76%
CYP inhibitory promiscuity - 0.6473 64.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4473 44.73%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.6027 60.27%
Skin corrosion - 0.9171 91.71%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6677 66.77%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5747 57.47%
skin sensitisation - 0.8476 84.76%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8178 81.78%
Acute Oral Toxicity (c) I 0.4857 48.57%
Estrogen receptor binding + 0.7408 74.08%
Androgen receptor binding + 0.7680 76.80%
Thyroid receptor binding + 0.5940 59.40%
Glucocorticoid receptor binding + 0.7847 78.47%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7541 75.41%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9921 99.21%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.94% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 91.41% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.09% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 90.51% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.60% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.71% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.92% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.62% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.27% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.72% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.90% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.85% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.83% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.29% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.57% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.56% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.56% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.47% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.68% 95.56%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.53% 91.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.15% 97.14%

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.
Xylocarpus rumphii

Cross-Links

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PubChem 118716049
LOTUS LTS0043577
wikiData Q105306466