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[(1R,2S,3S,5R,6R,8R,9S,10S,11S,12R)-8-acetyloxy-10-hydroxy-13,13-dimethyl-7-methylidene-4,18-dioxahexacyclo[8.6.2.16,9.01,12.02,9.03,5]nonadecan-11-yl] 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 65916b76-01c2-4fe4-9090-1a1bae706d9e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,3S,5R,6R,8R,9S,10S,11S,12R)-8-acetyloxy-10-hydroxy-13,13-dimethyl-7-methylidene-4,18-dioxahexacyclo[8.6.2.16,9.01,12.02,9.03,5]nonadecan-11-yl] acetate
SMILES (Canonical) CC(=O)OC1C2C(CCCC23COC1(C45C3C6C(O6)C(C4)C(=C)C5OC(=O)C)O)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]2[C@]3(CCCC2(C)C)CO[C@]1([C@]45[C@H]3[C@H]6[C@H](O6)[C@H](C4)C(=C)[C@H]5OC(=O)C)O
InChI InChI=1S/C24H32O7/c1-11-14-9-23(19(11)29-12(2)25)17(16-15(14)31-16)22-8-6-7-21(4,5)18(22)20(30-13(3)26)24(23,27)28-10-22/h14-20,27H,1,6-10H2,2-5H3/t14-,15-,16-,17+,18-,19-,20+,22-,23+,24-/m1/s1
InChI Key NGGQOCWAVGUKFE-NDDGNOCPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H32O7
Molecular Weight 432.50 g/mol
Exact Mass 432.21480336 g/mol
Topological Polar Surface Area (TPSA) 94.60 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,5R,6R,8R,9S,10S,11S,12R)-8-acetyloxy-10-hydroxy-13,13-dimethyl-7-methylidene-4,18-dioxahexacyclo[8.6.2.16,9.01,12.02,9.03,5]nonadecan-11-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9713 97.13%
Caco-2 - 0.6589 65.89%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8004 80.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.8770 87.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5673 56.73%
BSEP inhibitior - 0.6627 66.27%
P-glycoprotein inhibitior - 0.4844 48.44%
P-glycoprotein substrate - 0.6992 69.92%
CYP3A4 substrate + 0.6507 65.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8648 86.48%
CYP3A4 inhibition - 0.7031 70.31%
CYP2C9 inhibition - 0.5902 59.02%
CYP2C19 inhibition - 0.8144 81.44%
CYP2D6 inhibition - 0.9264 92.64%
CYP1A2 inhibition - 0.6903 69.03%
CYP2C8 inhibition + 0.4750 47.50%
CYP inhibitory promiscuity - 0.9273 92.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6794 67.94%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8570 85.70%
Skin irritation - 0.6125 61.25%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5508 55.08%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5801 58.01%
skin sensitisation - 0.7683 76.83%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5751 57.51%
Acute Oral Toxicity (c) I 0.3718 37.18%
Estrogen receptor binding + 0.8183 81.83%
Androgen receptor binding + 0.6834 68.34%
Thyroid receptor binding + 0.5976 59.76%
Glucocorticoid receptor binding + 0.7063 70.63%
Aromatase binding + 0.6252 62.52%
PPAR gamma + 0.6011 60.11%
Honey bee toxicity - 0.7211 72.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9970 99.70%

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 98.08% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.45% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.08% 94.45%
CHEMBL2581 P07339 Cathepsin D 88.64% 98.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.67% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.27% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.03% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 83.91% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.82% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.54% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 83.33% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.31% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.04% 95.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.71% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.60% 89.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.27% 97.28%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.24% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.10% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.97% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.73% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.60% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.38% 97.14%
CHEMBL233 P35372 Mu opioid receptor 80.34% 97.93%

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.
There are no matching plants.

Cross-Links

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PubChem 102420177
LOTUS LTS0230767
wikiData Q105178904