PlantaeDB Logo
Login Sign-up

(5aR,9aS)-4-[(2S,5R,6R)-6-[(E,4S,6R)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-9a-hydroxy-2-methyl-5a,6,8,9-tetrahydro-[1]benzofuro[3,2-c]pyridine-3,7-dione

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 a5e03f89-33d6-4c22-9df6-9b3a04acda75
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (5aR,9aS)-4-[(2S,5R,6R)-6-[(E,4S,6R)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-9a-hydroxy-2-methyl-5a,6,8,9-tetrahydro-[1]benzofuro[3,2-c]pyridine-3,7-dione
SMILES (Canonical) CCC(C)CC(C)C=C(C)C1C(CCC(O1)C2=C3C(=CN(C2=O)C)C4(CCC(=O)CC4O3)O)C
SMILES (Isomeric) CC[C@@H](C)C[C@H](C)/C=C(\C)/[C@H]1[C@@H](CC[C@H](O1)C2=C3C(=CN(C2=O)C)[C@]4(CCC(=O)C[C@H]4O3)O)C
InChI InChI=1S/C28H41NO5/c1-7-16(2)12-17(3)13-19(5)25-18(4)8-9-22(33-25)24-26-21(15-29(6)27(24)31)28(32)11-10-20(30)14-23(28)34-26/h13,15-18,22-23,25,32H,7-12,14H2,1-6H3/b19-13+/t16-,17+,18-,22+,23-,25-,28+/m1/s1
InChI Key HIEAPHJQEBHMLL-NYYIDGFYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H41NO5
Molecular Weight 471.60 g/mol
Exact Mass 471.29847341 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5aR,9aS)-4-[(2S,5R,6R)-6-[(E,4S,6R)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-9a-hydroxy-2-methyl-5a,6,8,9-tetrahydro-[1]benzofuro[3,2-c]pyridine-3,7-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.6917 69.17%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5562 55.62%
OATP2B1 inhibitior - 0.8639 86.39%
OATP1B1 inhibitior + 0.8519 85.19%
OATP1B3 inhibitior + 0.9217 92.17%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7822 78.22%
BSEP inhibitior + 0.6893 68.93%
P-glycoprotein inhibitior + 0.7046 70.46%
P-glycoprotein substrate + 0.6467 64.67%
CYP3A4 substrate + 0.6861 68.61%
CYP2C9 substrate - 0.5895 58.95%
CYP2D6 substrate - 0.8546 85.46%
CYP3A4 inhibition - 0.6449 64.49%
CYP2C9 inhibition - 0.7552 75.52%
CYP2C19 inhibition - 0.7341 73.41%
CYP2D6 inhibition - 0.8930 89.30%
CYP1A2 inhibition - 0.6507 65.07%
CYP2C8 inhibition - 0.5617 56.17%
CYP inhibitory promiscuity - 0.8028 80.28%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4907 49.07%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.7742 77.42%
Skin corrosion - 0.9162 91.62%
Ames mutagenesis + 0.5393 53.93%
Human Ether-a-go-go-Related Gene inhibition - 0.7040 70.40%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5200 52.00%
skin sensitisation - 0.8550 85.50%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.5212 52.12%
Estrogen receptor binding + 0.7193 71.93%
Androgen receptor binding + 0.7255 72.55%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.8127 81.27%
Aromatase binding + 0.5606 56.06%
PPAR gamma + 0.6924 69.24%
Honey bee toxicity - 0.7943 79.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9568 95.68%

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 98.35% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.20% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.13% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.11% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.63% 93.40%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.26% 96.38%
CHEMBL255 P29275 Adenosine A2b receptor 89.99% 98.59%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.58% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.41% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.87% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.49% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.94% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.45% 91.11%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.82% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.53% 97.14%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.13% 98.46%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.54% 93.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.23% 89.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.02% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.01% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.97% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.48% 99.23%
CHEMBL4208 P20618 Proteasome component C5 80.39% 90.00%

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 163050428
LOTUS LTS0238641
wikiData Q105028791