PlantaeDB Logo
Login Sign-up

[(1R)-2-[(6aR,7R,8S,9R,10aS)-9-[(2R,3S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-2-yl]oxy-7,8-dimethyl-3-oxo-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-7-yl]-1-(furan-3-yl)ethyl] acetate

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 14b5c49b-4f6e-4acf-8edd-695a1030b2b0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(1R)-2-[(6aR,7R,8S,9R,10aS)-9-[(2R,3S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-2-yl]oxy-7,8-dimethyl-3-oxo-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-7-yl]-1-(furan-3-yl)ethyl] acetate
SMILES (Canonical) CC1C(CC23COC(=O)C2=CCCC3C1(C)CC(C4=COC=C4)OC(=O)C)OC5C(C(=O)C(C(O5)CO)O)O
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@@]23COC(=O)C2=CCC[C@@H]3[C@@]1(C)C[C@H](C4=COC=C4)OC(=O)C)O[C@H]5[C@@H](C(=O)[C@@H]([C@H](O5)CO)O)O
InChI InChI=1S/C28H36O11/c1-14-18(38-26-24(33)23(32)22(31)20(11-29)39-26)10-28-13-36-25(34)17(28)5-4-6-21(28)27(14,3)9-19(37-15(2)30)16-7-8-35-12-16/h5,7-8,12,14,18-22,24,26,29,31,33H,4,6,9-11,13H2,1-3H3/t14-,18-,19-,20-,21-,22-,24-,26-,27+,28-/m1/s1
InChI Key DVPUJFIVRJPQPY-OAINTHKMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H36O11
Molecular Weight 548.60 g/mol
Exact Mass 548.22576196 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R)-2-[(6aR,7R,8S,9R,10aS)-9-[(2R,3S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-2-yl]oxy-7,8-dimethyl-3-oxo-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-7-yl]-1-(furan-3-yl)ethyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9389 93.89%
Caco-2 - 0.8406 84.06%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8332 83.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8172 81.72%
OATP1B3 inhibitior + 0.8165 81.65%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.8638 86.38%
P-glycoprotein inhibitior + 0.5819 58.19%
P-glycoprotein substrate + 0.5582 55.82%
CYP3A4 substrate + 0.7089 70.89%
CYP2C9 substrate - 0.8130 81.30%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.6749 67.49%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition - 0.9286 92.86%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8661 86.61%
CYP2C8 inhibition + 0.5971 59.71%
CYP inhibitory promiscuity - 0.8390 83.90%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4955 49.55%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9436 94.36%
Skin irritation - 0.5962 59.62%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.5424 54.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3722 37.22%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5482 54.82%
skin sensitisation - 0.9175 91.75%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.8308 83.08%
Acute Oral Toxicity (c) III 0.4246 42.46%
Estrogen receptor binding + 0.8463 84.63%
Androgen receptor binding + 0.6877 68.77%
Thyroid receptor binding - 0.4950 49.50%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.7291 72.91%
PPAR gamma + 0.6150 61.50%
Honey bee toxicity - 0.7206 72.06%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9854 98.54%

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 98.21% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.35% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.19% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.07% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.15% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.17% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.98% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.25% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.61% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 84.43% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.36% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.97% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.80% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.96% 95.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.20% 89.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.00% 94.00%

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.
Salvia splendens

Cross-Links

Top
PubChem 53348973
LOTUS LTS0272099
wikiData Q104990284