(1R,2R,4R,6S,7S,9S,10R)-6-(furan-3-yl)-9,17-dihydroxy-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-12,16-diene-14,18-dione

Details

Top
Internal ID 51741312-f89a-4d95-adad-6e63934c0938
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (1R,2R,4R,6S,7S,9S,10R)-6-(furan-3-yl)-9,17-dihydroxy-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-12,16-diene-14,18-dione
SMILES (Canonical) CC1(C(=O)C=CC2(C1=C(C(=O)C3(C2C(CC4(C35C(O5)CC4C6=COC=C6)C)O)C)O)C)C
SMILES (Isomeric) C[C@@]12C[C@@H]([C@H]3[C@]([C@@]14[C@H](O4)C[C@H]2C5=COC=C5)(C(=O)C(=C6C3(C=CC(=O)C6(C)C)C)O)C)O
InChI InChI=1S/C26H30O6/c1-22(2)16(28)6-8-23(3)19-15(27)11-24(4)14(13-7-9-31-12-13)10-17-26(24,32-17)25(19,5)21(30)18(29)20(22)23/h6-9,12,14-15,17,19,27,29H,10-11H2,1-5H3/t14-,15-,17+,19+,23?,24-,25-,26+/m0/s1
InChI Key GXFXHNQBTKQCGX-YUMBWHNISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H30O6
Molecular Weight 438.50 g/mol
Exact Mass 438.20423867 g/mol
Topological Polar Surface Area (TPSA) 100.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,2R,4R,6S,7S,9S,10R)-6-(furan-3-yl)-9,17-dihydroxy-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-12,16-diene-14,18-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.6363 63.63%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7620 76.20%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior - 0.4908 49.08%
OATP1B3 inhibitior + 0.9562 95.62%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7814 78.14%
BSEP inhibitior + 0.5717 57.17%
P-glycoprotein inhibitior - 0.5395 53.95%
P-glycoprotein substrate - 0.5181 51.81%
CYP3A4 substrate + 0.6726 67.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8358 83.58%
CYP3A4 inhibition + 0.7816 78.16%
CYP2C9 inhibition - 0.7974 79.74%
CYP2C19 inhibition - 0.8424 84.24%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.8331 83.31%
CYP2C8 inhibition + 0.4770 47.70%
CYP inhibitory promiscuity - 0.8346 83.46%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4367 43.67%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.6175 61.75%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3885 38.85%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5152 51.52%
skin sensitisation - 0.7722 77.22%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6249 62.49%
Acute Oral Toxicity (c) I 0.5949 59.49%
Estrogen receptor binding + 0.8055 80.55%
Androgen receptor binding + 0.7346 73.46%
Thyroid receptor binding + 0.6758 67.58%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.6757 67.57%
PPAR gamma + 0.6453 64.53%
Honey bee toxicity - 0.8550 85.50%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9936 99.36%

Targets

Top

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 98.52% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.17% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.59% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.99% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.32% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.53% 91.49%
CHEMBL2581 P07339 Cathepsin D 87.31% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.54% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.44% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.20% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL4208 P20618 Proteasome component C5 84.58% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.33% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.01% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.64% 90.17%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.49% 93.99%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.39% 91.38%

Plants that contains it

Top
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.
Walsura pinnata

Cross-Links

Top
PubChem 163193282
LOTUS LTS0174888
wikiData Q105023049