(1S,2R,4S,7S,8S,10S,11R,12S,17R,19R)-7-(furan-3-yl)-10,19-dihydroxy-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-ene-5,15-dione

Details

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Internal ID 1b24abbf-bc5c-48bb-9561-a5a40d537ea2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (1S,2R,4S,7S,8S,10S,11R,12S,17R,19R)-7-(furan-3-yl)-10,19-dihydroxy-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-ene-5,15-dione
SMILES (Canonical) CC1(C2CC(C3(C(C2(C=CC1=O)C)C(CC4(C35C(O5)C(=O)OC4C6=COC=C6)C)O)C)O)C
SMILES (Isomeric) C[C@@]12C[C@@H]([C@@H]3[C@]4(C=CC(=O)C([C@@H]4C[C@H]([C@]3([C@@]15[C@H](O5)C(=O)O[C@H]2C6=COC=C6)C)O)(C)C)C)O
InChI InChI=1S/C26H32O7/c1-22(2)15-10-17(29)25(5)18(23(15,3)8-6-16(22)28)14(27)11-24(4)19(13-7-9-31-12-13)32-21(30)20-26(24,25)33-20/h6-9,12,14-15,17-20,27,29H,10-11H2,1-5H3/t14-,15-,17+,18+,19-,20+,23-,24-,25+,26+/m0/s1
InChI Key OLFLLQMUDRRHRK-MBCZXIDESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H32O7
Molecular Weight 456.50 g/mol
Exact Mass 456.21480336 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4S,7S,8S,10S,11R,12S,17R,19R)-7-(furan-3-yl)-10,19-dihydroxy-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-ene-5,15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.6669 66.69%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6119 61.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3447 34.47%
OATP1B3 inhibitior + 0.8930 89.30%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7614 76.14%
P-glycoprotein inhibitior + 0.5902 59.02%
P-glycoprotein substrate + 0.5472 54.72%
CYP3A4 substrate + 0.6729 67.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition + 0.7376 73.76%
CYP2C9 inhibition - 0.8455 84.55%
CYP2C19 inhibition - 0.8656 86.56%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.4535 45.35%
CYP inhibitory promiscuity - 0.9308 93.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4468 44.68%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9247 92.47%
Skin irritation - 0.6594 65.94%
Skin corrosion - 0.8710 87.10%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6784 67.84%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.7699 76.99%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6811 68.11%
Acute Oral Toxicity (c) I 0.3779 37.79%
Estrogen receptor binding + 0.8446 84.46%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.7094 70.94%
Glucocorticoid receptor binding + 0.8284 82.84%
Aromatase binding + 0.7129 71.29%
PPAR gamma + 0.6395 63.95%
Honey bee toxicity - 0.8199 81.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9787 97.87%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.63% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.97% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.01% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.99% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.06% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.63% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.42% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.72% 99.23%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.49% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.38% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.29% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 80.15% 94.73%

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.
Toona sinensis

Cross-Links

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PubChem 16086556
LOTUS LTS0243659
wikiData Q105193950