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

Details

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Internal ID f292a8f8-6dc7-4dc5-abc6-069ec681fbfd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,3S,4S,6R,7S,10S,11S,13S)-3,6-diacetyloxy-11-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-7-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3C(CC4CC3(CC(C2C(C1OC(=O)C)(C)C)OC(=O)C)C(=O)C4=C)O)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]23C[C@@H](C[C@@H]([C@H]2C4([C@H]1C([C@H]([C@H](C4)OC(=O)C)OC(=O)C)(C)C)C)O)C(=C)C3=O
InChI InChI=1S/C26H36O8/c1-12-16-8-17(30)20-25(7)10-19(33-14(3)28)23(34-15(4)29)24(5,6)21(25)18(32-13(2)27)11-26(20,9-16)22(12)31/h16-21,23,30H,1,8-11H2,2-7H3/t16-,17+,18+,19+,20+,21-,23+,25?,26+/m1/s1
InChI Key KURREVPYCWFCNL-CJUFHBRESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O8
Molecular Weight 476.60 g/mol
Exact Mass 476.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 8
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,3S,4S,6R,7S,10S,11S,13S)-3,6-diacetyloxy-11-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-7-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 + 0.9847 98.47%
Caco-2 - 0.6959 69.59%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7281 72.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.8497 84.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5750 57.50%
P-glycoprotein inhibitior + 0.5835 58.35%
P-glycoprotein substrate - 0.7465 74.65%
CYP3A4 substrate + 0.6665 66.65%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.5684 56.84%
CYP2C9 inhibition - 0.8266 82.66%
CYP2C19 inhibition - 0.8048 80.48%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition - 0.7934 79.34%
CYP inhibitory promiscuity - 0.8952 89.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5866 58.66%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8855 88.55%
Skin irritation - 0.5369 53.69%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6826 68.26%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.5661 56.61%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.8305 83.05%
Acute Oral Toxicity (c) III 0.5704 57.04%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.6260 62.60%
Thyroid receptor binding + 0.5561 55.61%
Glucocorticoid receptor binding + 0.7506 75.06%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.6313 63.13%
Honey bee toxicity - 0.6489 64.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9954 99.54%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.99% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.06% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 90.26% 90.17%
CHEMBL2581 P07339 Cathepsin D 86.96% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.50% 85.14%
CHEMBL259 P32245 Melanocortin receptor 4 82.95% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.90% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.65% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.55% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.38% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.33% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.84% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.76% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.76% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.66% 100.00%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.00% 97.53%

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 5319097
LOTUS LTS0211976
wikiData Q105146315