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

Details

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Internal ID 06dff8e8-2b32-4acb-a560-19604eecdadc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2R,4S,6S,9S,10S,11S,13S)-2,11-dihydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3C(CC4CC3(C(C(=O)C2C1(C)C)O)C(=O)C4=C)O)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@]2([C@@H]3[C@H](C[C@@H]4C[C@@]3([C@H](C(=O)[C@@H]2C1(C)C)O)C(=O)C4=C)O)C
InChI InChI=1S/C22H30O6/c1-10-12-8-13(24)16-21(5)7-6-14(28-11(2)23)20(3,4)17(21)15(25)19(27)22(16,9-12)18(10)26/h12-14,16-17,19,24,27H,1,6-9H2,2-5H3/t12-,13+,14+,16+,17-,19+,21+,22+/m1/s1
InChI Key CCCDVMLXUMVKMO-YQBHVHNESA-N
Popularity 1 reference 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) 101.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.82
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,2R,4S,6S,9S,10S,11S,13S)-2,11-dihydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-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 + 0.9873 98.73%
Caco-2 - 0.6152 61.52%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7498 74.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8140 81.40%
OATP1B3 inhibitior - 0.4004 40.04%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6603 66.03%
BSEP inhibitior - 0.8507 85.07%
P-glycoprotein inhibitior - 0.6845 68.45%
P-glycoprotein substrate - 0.6613 66.13%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.7966 79.66%
CYP2C9 inhibition - 0.6460 64.60%
CYP2C19 inhibition - 0.7275 72.75%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.7354 73.54%
CYP2C8 inhibition - 0.6945 69.45%
CYP inhibitory promiscuity - 0.9416 94.16%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6261 62.61%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8803 88.03%
Skin irritation + 0.5894 58.94%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5918 59.18%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5075 50.75%
skin sensitisation - 0.7094 70.94%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7797 77.97%
Acute Oral Toxicity (c) I 0.5166 51.66%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.6842 68.42%
Thyroid receptor binding + 0.5505 55.05%
Glucocorticoid receptor binding + 0.6600 66.00%
Aromatase binding + 0.5859 58.59%
PPAR gamma - 0.6082 60.82%
Honey bee toxicity - 0.6990 69.90%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9962 99.62%

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 94.54% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.93% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.71% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.17% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.38% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 88.98% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.94% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.07% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.76% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.71% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.68% 89.00%
CHEMBL1871 P10275 Androgen Receptor 81.55% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.44% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 80.78% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.35% 90.08%

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 rubescens

Cross-Links

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PubChem 11176780
LOTUS LTS0098021
wikiData Q104953105