[(1R,2S,4R,6S,8S,9R,10S,11S,13S)-2-acetyloxy-6,8-dihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

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Internal ID e88952cc-52b9-42b1-a2dc-6d568d937399
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,4R,6S,8S,9R,10S,11S,13S)-2-acetyloxy-6,8-dihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(C(CC3OC(=O)C)C(C(CC4O)O)(C)C)C)C(=O)C2=C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]4([C@H](C[C@@H]3OC(=O)C)C([C@H](C[C@@H]4O)O)(C)C)C)C(=O)C2=C
InChI InChI=1S/C24H34O7/c1-11-14-7-15(30-12(2)25)20-23(6)16(22(4,5)17(27)9-18(23)28)8-19(31-13(3)26)24(20,10-14)21(11)29/h14-20,27-28H,1,7-10H2,2-6H3/t14-,15+,16-,17+,18+,19+,20+,23+,24+/m1/s1
InChI Key BWNCOFSOWNRBFN-FHDAQICNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O7
Molecular Weight 434.50 g/mol
Exact Mass 434.23045342 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,6S,8S,9R,10S,11S,13S)-2-acetyloxy-6,8-dihydroxy-5,5,9-trimethyl-14-methylidene-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 + 0.9766 97.66%
Caco-2 - 0.5251 52.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6670 66.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8901 89.01%
OATP1B3 inhibitior + 0.7989 79.89%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6541 65.41%
P-glycoprotein inhibitior - 0.4595 45.95%
P-glycoprotein substrate - 0.7283 72.83%
CYP3A4 substrate + 0.6698 66.98%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.6906 69.06%
CYP2C9 inhibition - 0.8102 81.02%
CYP2C19 inhibition - 0.8389 83.89%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.8343 83.43%
CYP2C8 inhibition - 0.6883 68.83%
CYP inhibitory promiscuity - 0.8757 87.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6303 63.03%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9038 90.38%
Skin irritation + 0.4897 48.97%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.5864 58.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4298 42.98%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5800 58.00%
skin sensitisation - 0.6626 66.26%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.7567 75.67%
Acute Oral Toxicity (c) I 0.5619 56.19%
Estrogen receptor binding + 0.7797 77.97%
Androgen receptor binding + 0.5960 59.60%
Thyroid receptor binding + 0.5254 52.54%
Glucocorticoid receptor binding + 0.7187 71.87%
Aromatase binding + 0.5317 53.17%
PPAR gamma + 0.6293 62.93%
Honey bee toxicity - 0.5842 58.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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 93.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.58% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 89.38% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.21% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.86% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.75% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 86.38% 95.38%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.28% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.23% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.29% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.46% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.94% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.35% 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 adenanthus

Cross-Links

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PubChem 10950145
LOTUS LTS0133203
wikiData Q104947403