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(1S,12R,20R,21R,22S)-20-hydroxy-3,16,17-trimethoxy-N,N-dimethyl-22-phenyl-5,7,11,19-tetraoxahexacyclo[10.7.3.01,12.02,10.04,8.013,18]docosa-2,4(8),9,13(18),14,16-hexaene-21-carboxamide

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 66bad1db-43e4-49f3-8793-ccd2001cc939
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1S,12R,20R,21R,22S)-20-hydroxy-3,16,17-trimethoxy-N,N-dimethyl-22-phenyl-5,7,11,19-tetraoxahexacyclo[10.7.3.01,12.02,10.04,8.013,18]docosa-2,4(8),9,13(18),14,16-hexaene-21-carboxamide
SMILES (Canonical) CN(C)C(=O)C1C(C23C4=C(C(=C(C=C4)OC)OC)OC2(C1O)C5=C(C6=C(C=C5O3)OCO6)OC)C7=CC=CC=C7
SMILES (Isomeric) CN(C)C(=O)[C@@H]1[C@H]([C@@]23C4=C(C(=C(C=C4)OC)OC)O[C@]2([C@@H]1O)C5=C(C6=C(C=C5O3)OCO6)OC)C7=CC=CC=C7
InChI InChI=1S/C30H29NO9/c1-31(2)28(33)20-21(15-9-7-6-8-10-15)29-16-11-12-17(34-3)24(35-4)23(16)40-30(29,27(20)32)22-18(39-29)13-19-25(26(22)36-5)38-14-37-19/h6-13,20-21,27,32H,14H2,1-5H3/t20-,21-,27-,29+,30+/m1/s1
InChI Key VCNFLHICFOZCQD-VEHKLXOOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H29NO9
Molecular Weight 547.60 g/mol
Exact Mass 547.18423150 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,12R,20R,21R,22S)-20-hydroxy-3,16,17-trimethoxy-N,N-dimethyl-22-phenyl-5,7,11,19-tetraoxahexacyclo[10.7.3.01,12.02,10.04,8.013,18]docosa-2,4(8),9,13(18),14,16-hexaene-21-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9457 94.57%
Caco-2 - 0.5501 55.01%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5583 55.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.9335 93.35%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9665 96.65%
P-glycoprotein inhibitior + 0.9169 91.69%
P-glycoprotein substrate - 0.6234 62.34%
CYP3A4 substrate + 0.6917 69.17%
CYP2C9 substrate - 0.7733 77.33%
CYP2D6 substrate - 0.7768 77.68%
CYP3A4 inhibition + 0.7770 77.70%
CYP2C9 inhibition - 0.6044 60.44%
CYP2C19 inhibition - 0.5058 50.58%
CYP2D6 inhibition - 0.7747 77.47%
CYP1A2 inhibition - 0.5861 58.61%
CYP2C8 inhibition + 0.6759 67.59%
CYP inhibitory promiscuity + 0.5597 55.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5036 50.36%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8877 88.77%
Skin irritation - 0.8125 81.25%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4590 45.90%
Micronuclear + 0.7374 73.74%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8619 86.19%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7369 73.69%
Acute Oral Toxicity (c) III 0.6044 60.44%
Estrogen receptor binding + 0.8276 82.76%
Androgen receptor binding + 0.7674 76.74%
Thyroid receptor binding + 0.6566 65.66%
Glucocorticoid receptor binding + 0.7949 79.49%
Aromatase binding + 0.5533 55.33%
PPAR gamma + 0.6440 64.40%
Honey bee toxicity - 0.7851 78.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9288 92.88%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.84% 96.09%
CHEMBL240 Q12809 HERG 98.61% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.22% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 93.59% 89.44%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.13% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 90.93% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.89% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.56% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.00% 92.62%
CHEMBL2581 P07339 Cathepsin D 87.94% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.75% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.29% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.69% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.56% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.46% 96.77%
CHEMBL2535 P11166 Glucose transporter 84.82% 98.75%
CHEMBL1255126 O15151 Protein Mdm4 84.08% 90.20%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.22% 93.99%
CHEMBL5028 O14672 ADAM10 82.72% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.64% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.47% 94.00%

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.
Aglaia oligophylla

Cross-Links

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PubChem 5478972
LOTUS LTS0147815
wikiData Q105283826