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

Details

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Internal ID 998f51aa-db2d-4e2c-bd8a-bc93610ff536
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,4R,6R,7S,10R,11S,13S,15R)-6,7,15-triacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3-oxo-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(C2=C)OC(=O)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@@H](C2=C)OC(=O)C
InChI InChI=1S/C28H38O10/c1-12-17-9-19(35-13(2)29)22-27(8)21(18(33)11-28(22,10-17)24(12)37-15(4)31)26(6,7)25(38-16(5)32)20(23(27)34)36-14(3)30/h17,19-25,34H,1,9-11H2,2-8H3/t17-,19+,20+,21-,22+,23?,24-,25+,27?,28+/m1/s1
InChI Key CXQSBKKFTCJQCK-JMTRBJSUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O10
Molecular Weight 534.60 g/mol
Exact Mass 534.24649740 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,6R,7S,10R,11S,13S,15R)-6,7,15-triacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3-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 + 0.9863 98.63%
Caco-2 - 0.7627 76.27%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7645 76.45%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.8433 84.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7172 71.72%
P-glycoprotein inhibitior + 0.7604 76.04%
P-glycoprotein substrate - 0.5690 56.90%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8435 84.35%
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 - 0.7655 76.55%
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 - 0.8772 87.72%
Skin irritation - 0.6008 60.08%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.5264 52.64%
Human Ether-a-go-go-Related Gene inhibition - 0.6559 65.59%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5408 54.08%
skin sensitisation + 0.4870 48.70%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7625 76.25%
Acute Oral Toxicity (c) III 0.4228 42.28%
Estrogen receptor binding + 0.7826 78.26%
Androgen receptor binding + 0.6747 67.47%
Thyroid receptor binding + 0.5734 57.34%
Glucocorticoid receptor binding + 0.7339 73.39%
Aromatase binding + 0.6971 69.71%
PPAR gamma + 0.6468 64.68%
Honey bee toxicity - 0.6376 63.76%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 95.72% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.14% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.04% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.81% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.65% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.61% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.80% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.96% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.83% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 82.68% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.47% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 80.62% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.28% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.02% 100.00%

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 5319096
LOTUS LTS0163191
wikiData Q105103394