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[(1R,2S,3R,5S,6R,8R,9S,10S,11S,12R)-8,10-dihydroxy-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 47764de5-ff2b-4a79-a8c4-b265c6e00bd9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,3R,5S,6R,8R,9S,10S,11S,12R)-8,10-dihydroxy-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)C5O)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]5O)O
InChI InChI=1S/C22H30O6/c1-10-12-8-21(17(10)24)15(14-13(12)28-14)20-7-5-6-19(3,4)16(20)18(27-11(2)23)22(21,25)26-9-20/h12-18,24-25H,1,5-9H2,2-4H3/t12-,13+,14+,15+,16-,17-,18+,20-,21+,22-/m1/s1
InChI Key ZRKVMXWMNDIJCN-RDGJSPTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O6
Molecular Weight 390.50 g/mol
Exact Mass 390.20423867 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.78
H-Bond Acceptor 6
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 [(1R,2S,3R,5S,6R,8R,9S,10S,11S,12R)-8,10-dihydroxy-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 + 0.9162 91.62%
Caco-2 - 0.6847 68.47%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7350 73.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8627 86.27%
OATP1B3 inhibitior + 0.9030 90.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.8541 85.41%
P-glycoprotein inhibitior - 0.7412 74.12%
P-glycoprotein substrate - 0.7202 72.02%
CYP3A4 substrate + 0.6585 65.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8605 86.05%
CYP3A4 inhibition - 0.8626 86.26%
CYP2C9 inhibition - 0.6018 60.18%
CYP2C19 inhibition - 0.7647 76.47%
CYP2D6 inhibition - 0.9018 90.18%
CYP1A2 inhibition - 0.6948 69.48%
CYP2C8 inhibition + 0.4932 49.32%
CYP inhibitory promiscuity - 0.8169 81.69%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6919 69.19%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9281 92.81%
Skin irritation - 0.6044 60.44%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6429 64.29%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5926 59.26%
skin sensitisation - 0.7982 79.82%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5462 54.62%
Acute Oral Toxicity (c) III 0.3767 37.67%
Estrogen receptor binding + 0.7146 71.46%
Androgen receptor binding + 0.6719 67.19%
Thyroid receptor binding + 0.6104 61.04%
Glucocorticoid receptor binding + 0.7048 70.48%
Aromatase binding + 0.5890 58.90%
PPAR gamma + 0.6051 60.51%
Honey bee toxicity - 0.7507 75.07%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9954 99.54%

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 97.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.38% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.09% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.92% 98.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.13% 82.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.23% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.73% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.63% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.32% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.06% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.96% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.91% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.51% 91.24%
CHEMBL2996 Q05655 Protein kinase C delta 84.51% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.47% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 83.03% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.15% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.55% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.48% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.12% 89.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.97% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.31% 95.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.31% 95.50%

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 oresbius

Cross-Links

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PubChem 21577379
LOTUS LTS0244657
wikiData Q104400492