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(1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-19-(2,3-dimethylbut-2-enoyl)-6-(furan-3-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-8-one

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 a5249acb-be48-4ac3-9565-c3585e9efb59
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-19-(2,3-dimethylbut-2-enoyl)-6-(furan-3-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-8-one
SMILES (Canonical) CC(=C(C)C(=O)C1CC(C2(COC3C2C1(C4CCC5(C(OC(=O)C=C5C4(C3O)C)C6=COC=C6)C)C)C)O)C
SMILES (Isomeric) CC(=C(C)C(=O)[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]4CC[C@]5([C@@H](OC(=O)C=C5[C@@]4([C@@H]3O)C)C6=COC=C6)C)C)C)O)C
InChI InChI=1S/C32H42O7/c1-16(2)17(3)24(35)19-12-22(33)30(5)15-38-25-26(30)31(19,6)20-8-10-29(4)21(32(20,7)27(25)36)13-23(34)39-28(29)18-9-11-37-14-18/h9,11,13-14,19-20,22,25-28,33,36H,8,10,12,15H2,1-7H3/t19-,20-,22-,25-,26+,27-,28+,29-,30-,31-,32-/m1/s1
InChI Key VLCUGIGKHWIPRQ-RCDKRZEWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O7
Molecular Weight 538.70 g/mol
Exact Mass 538.29305367 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.93
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-19-(2,3-dimethylbut-2-enoyl)-6-(furan-3-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9885 98.85%
Caco-2 - 0.7174 71.74%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8824 88.24%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior - 0.3212 32.12%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7114 71.14%
BSEP inhibitior + 0.9869 98.69%
P-glycoprotein inhibitior + 0.7153 71.53%
P-glycoprotein substrate + 0.6056 60.56%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition + 0.5156 51.56%
CYP2C9 inhibition - 0.8224 82.24%
CYP2C19 inhibition - 0.9138 91.38%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8571 85.71%
CYP2C8 inhibition + 0.6868 68.68%
CYP inhibitory promiscuity - 0.9204 92.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4995 49.95%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9069 90.69%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7032 70.32%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.8786 87.86%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6932 69.32%
Acute Oral Toxicity (c) I 0.7688 76.88%
Estrogen receptor binding + 0.7852 78.52%
Androgen receptor binding + 0.7399 73.99%
Thyroid receptor binding + 0.6515 65.15%
Glucocorticoid receptor binding + 0.8337 83.37%
Aromatase binding + 0.7741 77.41%
PPAR gamma + 0.6978 69.78%
Honey bee toxicity - 0.7880 78.80%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9950 99.50%

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 96.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.04% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.68% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.32% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.01% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.47% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.68% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.24% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.14% 81.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.68% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 84.24% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.69% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.58% 91.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.45% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.41% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.26% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 80.15% 90.17%

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.
Azadirachta indica

Cross-Links

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PubChem 101026859
LOTUS LTS0266560
wikiData Q105288292