[(1S,4S,9S,10R)-2,3,8,15-tetraacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

Top
Internal ID 5c311e39-8f01-4887-a56e-bb1ce73cdd44
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,4S,9S,10R)-2,3,8,15-tetraacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(C3OC(=O)C)OC(=O)C)(C)C)O)OC(=O)C)C)C(C2=C)OC(=O)C
SMILES (Isomeric) CC(=O)OC1CC2C[C@]3([C@H]1[C@]4([C@@H](C(C3OC(=O)C)OC(=O)C)C(C(CC4OC(=O)C)O)(C)C)C)C(C2=C)OC(=O)C
InChI InChI=1S/C30H42O11/c1-13-19-10-20(37-14(2)31)24-29(9)22(38-15(3)32)11-21(36)28(7,8)25(29)23(39-16(4)33)27(41-18(6)35)30(24,12-19)26(13)40-17(5)34/h19-27,36H,1,10-12H2,2-9H3/t19?,20?,21?,22?,23?,24-,25+,26?,27?,29+,30+/m1/s1
InChI Key IBZKZJFIBDPMSV-VQVCIFSISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H42O11
Molecular Weight 578.60 g/mol
Exact Mass 578.27271215 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.65
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
152175-76-3

2D Structure

Top
2D Structure of [(1S,4S,9S,10R)-2,3,8,15-tetraacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.7335 73.35%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6942 69.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8981 89.81%
OATP1B3 inhibitior + 0.8549 85.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6416 64.16%
P-glycoprotein inhibitior + 0.7596 75.96%
P-glycoprotein substrate - 0.5912 59.12%
CYP3A4 substrate + 0.6708 67.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition - 0.6716 67.16%
CYP2C9 inhibition - 0.8655 86.55%
CYP2C19 inhibition - 0.8084 80.84%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8523 85.23%
CYP2C8 inhibition - 0.5832 58.32%
CYP inhibitory promiscuity - 0.9479 94.79%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6077 60.77%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8761 87.61%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4523 45.23%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.5531 55.31%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5542 55.42%
Acute Oral Toxicity (c) I 0.3209 32.09%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.6432 64.32%
Thyroid receptor binding + 0.5796 57.96%
Glucocorticoid receptor binding + 0.7015 70.15%
Aromatase binding + 0.6566 65.66%
PPAR gamma + 0.7715 77.15%
Honey bee toxicity - 0.6210 62.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9940 99.40%

Targets

Top

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 97.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.93% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 89.32% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.75% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 82.66% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.57% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.01% 97.09%
CHEMBL2581 P07339 Cathepsin D 81.89% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.55% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.80% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.49% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.33% 86.33%

Plants that contains it

Top
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 forrestii

Cross-Links

Top
PubChem 129317002
LOTUS LTS0020092
wikiData Q104399352