[3,6-Diacetyloxy-2,7-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

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Internal ID e566a028-f602-4f9e-b192-722da40e82c5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [3,6-diacetyloxy-2,7-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(CC(C(C(C4C(C3O)OC(=O)C)(C)C)OC(=O)C)O)C)C(=O)C2COC
SMILES (Isomeric) CC(=O)OC1CC2CC3(C1C4(CC(C(C(C4C(C3O)OC(=O)C)(C)C)OC(=O)C)O)C)C(=O)C2COC
InChI InChI=1S/C27H40O10/c1-12(28)35-18-8-15-9-27(22(32)16(15)11-34-7)20(18)26(6)10-17(31)24(37-14(3)30)25(4,5)21(26)19(23(27)33)36-13(2)29/h15-21,23-24,31,33H,8-11H2,1-7H3
InChI Key QIUOIEYFOUUJFV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O10
Molecular Weight 524.60 g/mol
Exact Mass 524.26214747 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,6-Diacetyloxy-2,7-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9810 98.10%
Caco-2 - 0.7534 75.34%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8042 80.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8668 86.68%
OATP1B3 inhibitior + 0.9073 90.73%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6175 61.75%
P-glycoprotein inhibitior + 0.6463 64.63%
P-glycoprotein substrate + 0.5143 51.43%
CYP3A4 substrate + 0.6864 68.64%
CYP2C9 substrate - 0.8210 82.10%
CYP2D6 substrate - 0.8363 83.63%
CYP3A4 inhibition - 0.7599 75.99%
CYP2C9 inhibition - 0.7896 78.96%
CYP2C19 inhibition - 0.8595 85.95%
CYP2D6 inhibition - 0.9622 96.22%
CYP1A2 inhibition - 0.8568 85.68%
CYP2C8 inhibition - 0.7472 74.72%
CYP inhibitory promiscuity - 0.9751 97.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6528 65.28%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7857 78.57%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6589 65.89%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5889 58.89%
skin sensitisation - 0.8475 84.75%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6094 60.94%
Acute Oral Toxicity (c) III 0.4422 44.22%
Estrogen receptor binding + 0.7613 76.13%
Androgen receptor binding + 0.6780 67.80%
Thyroid receptor binding - 0.4918 49.18%
Glucocorticoid receptor binding + 0.6683 66.83%
Aromatase binding + 0.6580 65.80%
PPAR gamma + 0.6483 64.83%
Honey bee toxicity - 0.6861 68.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9534 95.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.80% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 93.41% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.28% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.61% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.27% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.97% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.19% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.59% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.54% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 81.38% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.06% 86.33%

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 angustifolius

Cross-Links

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PubChem 85164144
LOTUS LTS0110159
wikiData Q105221806