PlantaeDB Logo
Login Sign-up

2-[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid

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 ab3d0b81-5186-4519-9939-93cea33ca22c
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 2-[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid
SMILES (Canonical) CC1C(CCC(O1)(C)C2=C3C(=C(C=C2)O)C(C45C(OC(C(C4(C3=O)O5)O)CC(=O)O)C)O)NC
SMILES (Isomeric) C[C@@H]1[C@H](CC[C@](O1)(C)C2=C3C(=C(C=C2)O)[C@@H](C45[C@H](OC([C@@H](C4(C3=O)O5)O)CC(=O)O)C)O)NC
InChI InChI=1S/C24H31NO9/c1-10-13(25-4)7-8-22(3,33-10)12-5-6-14(26)18-17(12)20(30)24-19(29)15(9-16(27)28)32-11(2)23(24,34-24)21(18)31/h5-6,10-11,13,15,19,21,25-26,29,31H,7-9H2,1-4H3,(H,27,28)/t10-,11-,13+,15?,19+,21+,22-,23?,24?/m1/s1
InChI Key XWUWMLWKKUKFFW-ZWIWDNHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H31NO9
Molecular Weight 477.50 g/mol
Exact Mass 477.19988157 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP -3.20
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8326 83.26%
Caco-2 - 0.7578 75.78%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Nucleus 0.7661 76.61%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8360 83.60%
OATP1B3 inhibitior + 0.9200 92.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5866 58.66%
P-glycoprotein inhibitior - 0.5899 58.99%
P-glycoprotein substrate + 0.6064 60.64%
CYP3A4 substrate + 0.6704 67.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7960 79.60%
CYP3A4 inhibition - 0.6806 68.06%
CYP2C9 inhibition - 0.8370 83.70%
CYP2C19 inhibition - 0.8515 85.15%
CYP2D6 inhibition - 0.8831 88.31%
CYP1A2 inhibition - 0.8040 80.40%
CYP2C8 inhibition + 0.5196 51.96%
CYP inhibitory promiscuity - 0.8373 83.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6171 61.71%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9410 94.10%
Skin irritation - 0.7570 75.70%
Skin corrosion - 0.9135 91.35%
Ames mutagenesis - 0.5640 56.40%
Human Ether-a-go-go-Related Gene inhibition - 0.7055 70.55%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8460 84.60%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6004 60.04%
Acute Oral Toxicity (c) III 0.4908 49.08%
Estrogen receptor binding + 0.7013 70.13%
Androgen receptor binding + 0.7442 74.42%
Thyroid receptor binding - 0.5156 51.56%
Glucocorticoid receptor binding + 0.6483 64.83%
Aromatase binding + 0.7068 70.68%
PPAR gamma + 0.5520 55.20%
Honey bee toxicity - 0.8438 84.38%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.6883 68.83%

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 99.03% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.58% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 97.02% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 94.52% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.58% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.82% 95.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.56% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.15% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.83% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.94% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.82% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.33% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.48% 90.00%
CHEMBL5028 O14672 ADAM10 83.28% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.84% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.45% 97.14%

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 132497940
LOTUS LTS0228754
wikiData Q105343788