PlantaeDB Logo
Login Sign-up

methyl (2S)-2-[(1S,2R,3S,4R,7S,8S,12R,14R,16R,17R,18S)-1-acetyloxy-8-(furan-3-yl)-3-hydroxy-7,16,18-trimethyl-10,15-dioxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate

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 e885f1a0-a55a-4011-ab6a-471e6846ee9b
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (2S)-2-[(1S,2R,3S,4R,7S,8S,12R,14R,16R,17R,18S)-1-acetyloxy-8-(furan-3-yl)-3-hydroxy-7,16,18-trimethyl-10,15-dioxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC12CC3(C(C1(C4CCC5(C(OC(=O)CC56C4(C2C(C3=O)O6)O)C7=COC=C7)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)O[C@]12C[C@@]3([C@@H]([C@]1([C@H]4CC[C@]5([C@@H](OC(=O)C[C@]56[C@]4([C@H]2[C@H](C3=O)O6)O)C7=COC=C7)C)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C29H34O11/c1-13(30)39-27-12-24(2)19(17(32)23(34)36-5)26(27,4)15-6-8-25(3)22(14-7-9-37-11-14)38-16(31)10-28(25)29(15,35)20(27)18(40-28)21(24)33/h7,9,11,15,17-20,22,32,35H,6,8,10,12H2,1-5H3/t15-,17+,18-,19+,20+,22+,24-,25+,26-,27+,28-,29+/m1/s1
InChI Key FXAKJVINENBNAJ-XTKJVKBYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H34O11
Molecular Weight 558.60 g/mol
Exact Mass 558.21011190 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2S)-2-[(1S,2R,3S,4R,7S,8S,12R,14R,16R,17R,18S)-1-acetyloxy-8-(furan-3-yl)-3-hydroxy-7,16,18-trimethyl-10,15-dioxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9386 93.86%
Caco-2 - 0.7737 77.37%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior - 0.3691 36.91%
OATP1B3 inhibitior - 0.2477 24.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.8544 85.44%
P-glycoprotein inhibitior + 0.7600 76.00%
P-glycoprotein substrate + 0.6207 62.07%
CYP3A4 substrate + 0.7209 72.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8442 84.42%
CYP3A4 inhibition - 0.7577 75.77%
CYP2C9 inhibition - 0.8510 85.10%
CYP2C19 inhibition - 0.8465 84.65%
CYP2D6 inhibition - 0.9495 94.95%
CYP1A2 inhibition - 0.7714 77.14%
CYP2C8 inhibition + 0.7690 76.90%
CYP inhibitory promiscuity - 0.9406 94.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5413 54.13%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8778 87.78%
Skin irritation - 0.6900 69.00%
Skin corrosion - 0.9082 90.82%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6691 66.91%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5947 59.47%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6892 68.92%
Acute Oral Toxicity (c) I 0.5619 56.19%
Estrogen receptor binding + 0.8195 81.95%
Androgen receptor binding + 0.7698 76.98%
Thyroid receptor binding + 0.5971 59.71%
Glucocorticoid receptor binding + 0.8115 81.15%
Aromatase binding + 0.7562 75.62%
PPAR gamma + 0.6985 69.85%
Honey bee toxicity - 0.7297 72.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9785 97.85%

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 98.83% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.05% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.74% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 96.44% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.93% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.22% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.57% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.74% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.94% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.05% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.94% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.38% 98.95%
CHEMBL5028 O14672 ADAM10 82.47% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.30% 94.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.10% 94.08%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.01% 96.39%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.86% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.52% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.44% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.38% 82.69%

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.
Khaya senegalensis

Cross-Links

Top
PubChem 102286690
LOTUS LTS0238490
wikiData Q105003798