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[(1R,2S,3S,5S,8R,9S,10S,11R,12R,15R,18R)-3,9,10,15,18-pentahydroxy-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 91dfa1e4-ae4c-450c-83e8-d283e72729cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,3S,5S,8R,9S,10S,11R,12R,15R,18R)-3,9,10,15,18-pentahydroxy-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(C4O)C(=C)C5=O)O)(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]([C@H]4O)C(=C)C5=O)O)(OC3)O)O)O)C
InChI InChI=1S/C22H30O9/c1-9-11-6-12(24)14-20-8-31-22(29,21(14,16(9)26)17(11)27)18(28)15(20)19(3,5-4-13(20)25)7-30-10(2)23/h11-15,17-18,24-25,27-29H,1,4-8H2,2-3H3/t11-,12-,13+,14-,15+,17+,18-,19-,20+,21-,22+/m0/s1
InChI Key KAJBZGXKODDWJH-ONDGAATNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O9
Molecular Weight 438.50 g/mol
Exact Mass 438.18898253 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -1.11
H-Bond Acceptor 9
H-Bond Donor 5
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,5S,8R,9S,10S,11R,12R,15R,18R)-3,9,10,15,18-pentahydroxy-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 + 0.7428 74.28%
Caco-2 - 0.7875 78.75%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7682 76.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7617 76.17%
BSEP inhibitior - 0.6791 67.91%
P-glycoprotein inhibitior - 0.7373 73.73%
P-glycoprotein substrate - 0.5402 54.02%
CYP3A4 substrate + 0.6941 69.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8882 88.82%
CYP2C9 inhibition - 0.8331 83.31%
CYP2C19 inhibition - 0.8282 82.82%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.8550 85.50%
CYP2C8 inhibition - 0.5979 59.79%
CYP inhibitory promiscuity - 0.9553 95.53%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7220 72.20%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.5286 52.86%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5376 53.76%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5595 55.95%
skin sensitisation - 0.8955 89.55%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6348 63.48%
Acute Oral Toxicity (c) I 0.4605 46.05%
Estrogen receptor binding + 0.7516 75.16%
Androgen receptor binding + 0.7035 70.35%
Thyroid receptor binding - 0.5408 54.08%
Glucocorticoid receptor binding + 0.7066 70.66%
Aromatase binding + 0.7428 74.28%
PPAR gamma - 0.5118 51.18%
Honey bee toxicity - 0.7603 76.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9886 98.86%

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 97.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.61% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.29% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.22% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.97% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 90.68% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.91% 91.19%
CHEMBL1871 P10275 Androgen Receptor 89.20% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.84% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.30% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.21% 94.45%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.88% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.73% 82.69%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.23% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.59% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.26% 96.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.92% 93.04%
CHEMBL5028 O14672 ADAM10 81.65% 97.50%
CHEMBL2664 P23526 Adenosylhomocysteinase 81.22% 86.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.63% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.24% 96.38%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.14% 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 xerophilus

Cross-Links

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PubChem 162886838
LOTUS LTS0010474
wikiData Q105137845