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(1R,5E,7S,9R,11E,13R,14R,15S,16R,17R,18R)-7,14,15-trihydroxy-18-[(4-methoxyphenyl)methyl]-7,9,15,16-tetramethyl-2,4-dioxa-19-azatricyclo[11.7.0.01,17]icosa-5,11-diene-3,8,20-trione

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

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Internal ID ac023ee2-8b43-4794-a6f8-a6b97227f8ea
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
IUPAC Name (1R,5E,7S,9R,11E,13R,14R,15S,16R,17R,18R)-7,14,15-trihydroxy-18-[(4-methoxyphenyl)methyl]-7,9,15,16-tetramethyl-2,4-dioxa-19-azatricyclo[11.7.0.01,17]icosa-5,11-diene-3,8,20-trione
SMILES (Canonical) CC1CC=CC2C(C(C(C3C2(C(=O)NC3CC4=CC=C(C=C4)OC)OC(=O)OC=CC(C1=O)(C)O)C)(C)O)O
SMILES (Isomeric) C[C@@H]1C/C=C/[C@@H]2[C@H]([C@@]([C@@H]([C@H]3[C@@]2(C(=O)N[C@@H]3CC4=CC=C(C=C4)OC)OC(=O)O/C=C/[C@](C1=O)(C)O)C)(C)O)O
InChI InChI=1S/C29H37NO9/c1-16-7-6-8-20-24(32)28(4,36)17(2)22-21(15-18-9-11-19(37-5)12-10-18)30-25(33)29(20,22)39-26(34)38-14-13-27(3,35)23(16)31/h6,8-14,16-17,20-22,24,32,35-36H,7,15H2,1-5H3,(H,30,33)/b8-6+,14-13+/t16-,17-,20-,21-,22-,24-,27+,28+,29+/m1/s1
InChI Key YXSYADYLBHSOLA-KQCYVGTOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H37NO9
Molecular Weight 543.60 g/mol
Exact Mass 543.24683176 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5E,7S,9R,11E,13R,14R,15S,16R,17R,18R)-7,14,15-trihydroxy-18-[(4-methoxyphenyl)methyl]-7,9,15,16-tetramethyl-2,4-dioxa-19-azatricyclo[11.7.0.01,17]icosa-5,11-diene-3,8,20-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9077 90.77%
Caco-2 - 0.7720 77.20%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Plasma membrane 0.4902 49.02%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8582 85.82%
OATP1B3 inhibitior + 0.9219 92.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.8098 80.98%
P-glycoprotein substrate + 0.6906 69.06%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8158 81.58%
CYP3A4 inhibition - 0.6694 66.94%
CYP2C9 inhibition - 0.8002 80.02%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.8938 89.38%
CYP1A2 inhibition - 0.8802 88.02%
CYP2C8 inhibition + 0.6313 63.13%
CYP inhibitory promiscuity + 0.5490 54.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4568 45.68%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.7806 78.06%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4376 43.76%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5335 53.35%
skin sensitisation - 0.8480 84.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7573 75.73%
Acute Oral Toxicity (c) I 0.3911 39.11%
Estrogen receptor binding + 0.7070 70.70%
Androgen receptor binding + 0.7381 73.81%
Thyroid receptor binding + 0.6621 66.21%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.5886 58.86%
PPAR gamma + 0.6850 68.50%
Honey bee toxicity - 0.7146 71.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9076 90.76%

Targets

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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 98.80% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.13% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.70% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL4208 P20618 Proteasome component C5 95.75% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.73% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.65% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.31% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.94% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.61% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 87.98% 90.24%
CHEMBL325 Q13547 Histone deacetylase 1 87.79% 95.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.89% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.62% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.77% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.47% 97.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.23% 93.99%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.34% 91.07%

Plants that contains it

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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.
Garcinia dulcis

Cross-Links

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PubChem 163191417
LOTUS LTS0226791
wikiData Q105368128