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[(1R,2S,3R,5S,8S,9R,10S,11R,12R,15S)-3-acetyloxy-9,10,15-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

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 3086bb52-e17f-479b-a902-fcf59c5dd175
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,3R,5S,8S,9R,10S,11R,12R,15S)-3-acetyloxy-9,10,15-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCC(C23C1C(C(C45C2C(CC(C4)C(=C)C5=O)OC(=O)C)(OC3)O)O)O)C
SMILES (Isomeric) CC(=O)OC[C@@]1(CC[C@@H]([C@]23[C@@H]1[C@@H]([C@@]([C@]45[C@H]2[C@@H](C[C@H](C4)C(=C)C5=O)OC(=O)C)(OC3)O)O)O)C
InChI InChI=1S/C24H32O9/c1-11-14-7-15(33-13(3)26)17-22-10-32-24(30,23(17,8-14)19(11)28)20(29)18(22)21(4,6-5-16(22)27)9-31-12(2)25/h14-18,20,27,29-30H,1,5-10H2,2-4H3/t14-,15-,16+,17+,18-,20+,21+,22+,23+,24+/m1/s1
InChI Key LEVRALBKFMUOBN-BWGTVNLZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H32O9
Molecular Weight 464.50 g/mol
Exact Mass 464.20463259 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,5S,8S,9R,10S,11R,12R,15S)-3-acetyloxy-9,10,15-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8641 86.41%
Caco-2 - 0.7406 74.06%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7859 78.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8864 88.64%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7798 77.98%
BSEP inhibitior - 0.4865 48.65%
P-glycoprotein inhibitior - 0.5730 57.30%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7073 70.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8002 80.02%
CYP2C9 inhibition - 0.8009 80.09%
CYP2C19 inhibition - 0.7978 79.78%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.7824 78.24%
CYP2C8 inhibition + 0.4553 45.53%
CYP inhibitory promiscuity - 0.9649 96.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6888 68.88%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9126 91.26%
Skin irritation + 0.5502 55.02%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5067 50.67%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5386 53.86%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7090 70.90%
Acute Oral Toxicity (c) I 0.4493 44.93%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.7246 72.46%
Thyroid receptor binding - 0.5254 52.54%
Glucocorticoid receptor binding + 0.7674 76.74%
Aromatase binding + 0.7164 71.64%
PPAR gamma - 0.4873 48.73%
Honey bee toxicity - 0.7795 77.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9903 99.03%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.96% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.71% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.73% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.72% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.82% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.27% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.99% 94.75%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.11% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.23% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.47% 99.23%
CHEMBL259 P32245 Melanocortin receptor 4 84.46% 95.38%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.29% 97.28%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.78% 96.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.18% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 82.28% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.08% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.03% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.48% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.90% 90.08%
CHEMBL5028 O14672 ADAM10 80.79% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.22% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.07% 94.33%

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.
Isodon japonicus

Cross-Links

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PubChem 44586015
NPASS NPC474786
ChEMBL CHEMBL482707
LOTUS LTS0268744
wikiData Q105150817