[(1S,4R,6R,7S,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

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Internal ID 7e9e47ea-6a22-4975-91ed-707389141a2f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,4R,6R,7S,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(C(C(C(C(C4C(=O)C3)(C)C)OC(=O)C)OC(=O)C)O)C)C(=O)C2=C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1C4([C@H](C(=O)C3)C([C@H]([C@H](C4O)OC(=O)C)OC(=O)C)(C)C)C)C(=O)C2=C
InChI InChI=1S/C26H34O9/c1-11-15-8-17(33-12(2)27)20-25(7)19(16(30)10-26(20,9-15)21(11)31)24(5,6)23(35-14(4)29)18(22(25)32)34-13(3)28/h15,17-20,22-23,32H,1,8-10H2,2-7H3/t15-,17+,18+,19-,20+,22?,23+,25?,26+/m1/s1
InChI Key RKZZZQPFQOKSGT-QZCPDMLFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O9
Molecular Weight 490.50 g/mol
Exact Mass 490.22028266 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,6R,7S,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-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 + 0.9863 98.63%
Caco-2 - 0.7511 75.11%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7645 76.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8850 88.50%
OATP1B3 inhibitior + 0.8433 84.33%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6058 60.58%
P-glycoprotein inhibitior + 0.6524 65.24%
P-glycoprotein substrate - 0.6444 64.44%
CYP3A4 substrate + 0.6719 67.19%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.6320 63.20%
CYP2C9 inhibition - 0.8449 84.49%
CYP2C19 inhibition - 0.8101 81.01%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.8557 85.57%
CYP2C8 inhibition - 0.7129 71.29%
CYP inhibitory promiscuity - 0.9056 90.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.5526 55.26%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.8719 87.19%
Skin irritation - 0.6008 60.08%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.5801 58.01%
Human Ether-a-go-go-Related Gene inhibition - 0.7835 78.35%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation + 0.4870 48.70%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7808 78.08%
Acute Oral Toxicity (c) III 0.4228 42.28%
Estrogen receptor binding + 0.7539 75.39%
Androgen receptor binding + 0.6687 66.87%
Thyroid receptor binding + 0.5466 54.66%
Glucocorticoid receptor binding + 0.6959 69.59%
Aromatase binding + 0.6786 67.86%
PPAR gamma + 0.5962 59.62%
Honey bee toxicity - 0.6298 62.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9928 99.28%

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 96.62% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.93% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.54% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.28% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.61% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.08% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.50% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.02% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.00% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 81.93% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.22% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.98% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.06% 93.00%

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 lungshengensis

Cross-Links

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PubChem 5319101
LOTUS LTS0023320
wikiData Q105239690