PlantaeDB Logo
Login Sign-up

(2S,3S,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carbonyl]oxy-7-oxo-11-prop-1-en-2-yl-6,16-dioxatricyclo[11.2.1.15,8]heptadeca-1(15),8(17),13-triene-14-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 59fac37b-795e-4c34-b223-ee98c07e4dde
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (2S,3S,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carbonyl]oxy-7-oxo-11-prop-1-en-2-yl-6,16-dioxatricyclo[11.2.1.15,8]heptadeca-1(15),8(17),13-triene-14-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H44O12/c1-19(2)21-7-9-23-11-25(47-36(23)43)17-39(5,46)33(31-15-27(35(41)42)29(13-21)49-31)51-38(45)28-16-32-34-40(6,52-34)18-26-12-24(37(44)48-26)10-8-22(20(3)4)14-30(28)50-32/h11-12,15-16,21-22,25-26,33-34,46H,1,3,7-10,13-14,17-18H2,2,4-6H3,(H,41,42)/t21-,22-,25-,26-,33+,34-,39-,40+/m0/s1
InChI Key ADCMAKDKVFILGH-BIDLUBSDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H44O12
Molecular Weight 716.80 g/mol
Exact Mass 716.28327683 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.59
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carbonyl]oxy-7-oxo-11-prop-1-en-2-yl-6,16-dioxatricyclo[11.2.1.15,8]heptadeca-1(15),8(17),13-triene-14-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9693 96.93%
Caco-2 - 0.8490 84.90%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6807 68.07%
OATP2B1 inhibitior - 0.5704 57.04%
OATP1B1 inhibitior + 0.8522 85.22%
OATP1B3 inhibitior + 0.8986 89.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8937 89.37%
P-glycoprotein inhibitior + 0.7751 77.51%
P-glycoprotein substrate + 0.5110 51.10%
CYP3A4 substrate + 0.6625 66.25%
CYP2C9 substrate + 0.5965 59.65%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition + 0.5126 51.26%
CYP2C9 inhibition - 0.6851 68.51%
CYP2C19 inhibition - 0.7676 76.76%
CYP2D6 inhibition - 0.9115 91.15%
CYP1A2 inhibition + 0.7087 70.87%
CYP2C8 inhibition + 0.6745 67.45%
CYP inhibitory promiscuity - 0.9152 91.52%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Danger 0.4261 42.61%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.5884 58.84%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4324 43.24%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8206 82.06%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6605 66.05%
Acute Oral Toxicity (c) III 0.3207 32.07%
Estrogen receptor binding + 0.8236 82.36%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding + 0.5339 53.39%
Glucocorticoid receptor binding + 0.7686 76.86%
Aromatase binding + 0.6677 66.77%
PPAR gamma + 0.7388 73.88%
Honey bee toxicity - 0.7068 70.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.13% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.62% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.66% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.82% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.73% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.63% 93.04%
CHEMBL2039 P27338 Monoamine oxidase B 87.61% 92.51%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.40% 87.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.49% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.37% 93.00%
CHEMBL4040 P28482 MAP kinase ERK2 85.97% 83.82%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.59% 97.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.80% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.54% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.61% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.19% 95.50%
CHEMBL217 P14416 Dopamine D2 receptor 82.14% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.66% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.46% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.73% 97.14%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162923598
LOTUS LTS0047732
wikiData Q104909480