PlantaeDB Logo
Login Sign-up

N-[(6R,8aR)-6-[(2S)-3-hydroxy-2-methoxypropyl]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide

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 6fc55e5f-0ea2-4891-8043-e2c2174878dd
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name N-[(6R,8aR)-6-[(2S)-3-hydroxy-2-methoxypropyl]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide
SMILES (Canonical) CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(CO)OC)(C)C)OC)OCO2)O)OC)C
SMILES (Isomeric) C[C@H]1[C@H](OC(CC1=C)(C(C(=O)NC2C3[C@@H](C(C([C@H](O3)C[C@@H](CO)OC)(C)C)OC)OCO2)O)OC)C
InChI InChI=1S/C25H43NO10/c1-13-10-25(32-8,36-15(3)14(13)2)20(28)22(29)26-23-19-18(33-12-34-23)21(31-7)24(4,5)17(35-19)9-16(11-27)30-6/h14-21,23,27-28H,1,9-12H2,2-8H3,(H,26,29)/t14-,15-,16+,17-,18+,19?,20?,21?,23?,25?/m1/s1
InChI Key AAABMNXUOFPYQK-IBTGPBKNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H43NO10
Molecular Weight 517.60 g/mol
Exact Mass 517.28869657 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.71
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[(6R,8aR)-6-[(2S)-3-hydroxy-2-methoxypropyl]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5300 53.00%
Caco-2 - 0.8017 80.17%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5195 51.95%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8611 86.11%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8220 82.20%
P-glycoprotein inhibitior + 0.5752 57.52%
P-glycoprotein substrate + 0.5950 59.50%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8642 86.42%
CYP3A4 inhibition - 0.8228 82.28%
CYP2C9 inhibition - 0.8348 83.48%
CYP2C19 inhibition - 0.8344 83.44%
CYP2D6 inhibition - 0.9079 90.79%
CYP1A2 inhibition - 0.8325 83.25%
CYP2C8 inhibition + 0.5840 58.40%
CYP inhibitory promiscuity - 0.7109 71.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6222 62.22%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9290 92.90%
Skin irritation - 0.7618 76.18%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4133 41.33%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5112 51.12%
skin sensitisation - 0.8212 82.12%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6166 61.66%
Estrogen receptor binding + 0.6108 61.08%
Androgen receptor binding + 0.6382 63.82%
Thyroid receptor binding + 0.5307 53.07%
Glucocorticoid receptor binding + 0.7559 75.59%
Aromatase binding + 0.7012 70.12%
PPAR gamma + 0.6481 64.81%
Honey bee toxicity - 0.5919 59.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.6686 66.86%

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 98.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.67% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.18% 92.88%
CHEMBL2581 P07339 Cathepsin D 91.63% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.33% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.17% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.96% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 89.28% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 87.68% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.06% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.60% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.37% 96.61%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.82% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.79% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.38% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.59% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.72% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.68% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.63% 94.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.36% 98.05%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.12% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.25% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.17% 97.79%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.60% 95.83%

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 11969818
LOTUS LTS0173420
wikiData Q105090998