[(1S,2R,3R,4S,6R,7S,9S,10S,11S,13S,15R)-2-acetyloxy-3,7,11,15-tetrahydroxy-5,5,9-trimethyl-14-methylidene-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

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Internal ID 8bae600b-4741-48e7-98a8-426f15730b48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2R,3R,4S,6R,7S,9S,10S,11S,13S,15R)-2-acetyloxy-3,7,11,15-tetrahydroxy-5,5,9-trimethyl-14-methylidene-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1C(CC2(C3C(CC4CC3(C(C(C2C1(C)C)O)OC(=O)C)C(C4=C)O)O)C)O
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H]([C@H]2[C@@](C[C@@H]([C@@H](C2(C)C)OC(=O)C)O)([C@H]3[C@]14C[C@@H](C[C@@H]3O)C(=C)[C@H]4O)C)O
InChI InChI=1S/C24H36O8/c1-10-13-7-14(27)17-23(6)9-15(28)20(31-11(2)25)22(4,5)18(23)16(29)21(32-12(3)26)24(17,8-13)19(10)30/h13-21,27-30H,1,7-9H2,2-6H3/t13-,14+,15+,16-,17+,18-,19-,20+,21+,23+,24+/m1/s1
InChI Key YTMAAGLOBUUNPD-WMYCMUAPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H36O8
Molecular Weight 452.50 g/mol
Exact Mass 452.24101810 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,6R,7S,9S,10S,11S,13S,15R)-2-acetyloxy-3,7,11,15-tetrahydroxy-5,5,9-trimethyl-14-methylidene-6-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 + 0.9848 98.48%
Caco-2 - 0.7603 76.03%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7245 72.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior - 0.2433 24.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6930 69.30%
P-glycoprotein inhibitior - 0.5966 59.66%
P-glycoprotein substrate - 0.6700 67.00%
CYP3A4 substrate + 0.6382 63.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition - 0.7091 70.91%
CYP2C9 inhibition - 0.7814 78.14%
CYP2C19 inhibition - 0.7566 75.66%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition - 0.7014 70.14%
CYP inhibitory promiscuity - 0.9143 91.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5646 56.46%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.5651 56.51%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5704 57.04%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.6433 64.33%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7400 74.00%
Acute Oral Toxicity (c) I 0.4350 43.50%
Estrogen receptor binding + 0.7391 73.91%
Androgen receptor binding + 0.6295 62.95%
Thyroid receptor binding - 0.5134 51.34%
Glucocorticoid receptor binding + 0.6261 62.61%
Aromatase binding + 0.7041 70.41%
PPAR gamma + 0.5270 52.70%
Honey bee toxicity - 0.5943 59.43%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9955 99.55%

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 97.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.36% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.39% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.39% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.72% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.37% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.55% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.46% 97.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.61% 82.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.43% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.41% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.25% 91.07%

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 11797908
LOTUS LTS0270679
wikiData Q105361697