PlantaeDB Logo
Login Sign-up

methyl (2S)-2-[(1R,2S)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-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 d2cf4f3b-5dc7-4e09-ba8a-6e8dcf502488
Taxonomy Organoheterocyclic compounds > Benzopyrans
IUPAC Name methyl (2S)-2-[(1R,2S)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-hydroxyacetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34O8/c1-15-17(25(4)10-8-18(28)24(2,3)21(25)20(30)23(31)33-6)7-11-26(5)22(16-9-12-34-14-16)35-19(29)13-27(15,26)32/h8-10,12,14,17,20-22,30,32H,1,7,11,13H2,2-6H3/t17-,20-,21-,22-,25-,26-,27-/m0/s1
InChI Key HNSYHVJTEKHNNS-DNZVSXMYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H34O8
Molecular Weight 486.60 g/mol
Exact Mass 486.22536804 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2S)-2-[(1R,2S)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-hydroxyacetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.7310 73.10%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7656 76.56%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior - 0.4558 45.58%
OATP1B3 inhibitior - 0.3194 31.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.8948 89.48%
P-glycoprotein inhibitior + 0.7140 71.40%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7007 70.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition + 0.7324 73.24%
CYP2C9 inhibition - 0.7458 74.58%
CYP2C19 inhibition - 0.7865 78.65%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.7724 77.24%
CYP2C8 inhibition + 0.6297 62.97%
CYP inhibitory promiscuity - 0.8805 88.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4642 46.42%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.5905 59.05%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3865 38.65%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7401 74.01%
Acute Oral Toxicity (c) I 0.7365 73.65%
Estrogen receptor binding + 0.7442 74.42%
Androgen receptor binding + 0.7385 73.85%
Thyroid receptor binding + 0.6773 67.73%
Glucocorticoid receptor binding + 0.8627 86.27%
Aromatase binding + 0.7538 75.38%
PPAR gamma + 0.6637 66.37%
Honey bee toxicity - 0.7965 79.65%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9958 99.58%

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 98.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.76% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.56% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 92.24% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.07% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.22% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.60% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.45% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.19% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.77% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.54% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.96% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.72% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.52% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.51% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.75% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.45% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.13% 93.04%

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 162945862
LOTUS LTS0164342
wikiData Q105031049