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Asperindole B

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 4720516a-aeec-429b-af92-e45cac9b417e
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,4R,5S,16S,19S,23R,24S)-19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.01,20.04,19.05,16.06,14.08,13]heptacosa-6(14),8,10,12,20-pentaen-24-yl] acetate
SMILES (Canonical) CC(=O)OC1(COC23CCC4(C5(C(CCC4(C2=CC(=O)C1O3)O)CC6=C5NC7=CC=CC=C67)C)C)C
SMILES (Isomeric) CC(=O)O[C@]1(CO[C@@]23CC[C@@]4([C@@]5([C@@H](CC[C@]4(C2=CC(=O)[C@@H]1O3)O)CC6=C5NC7=CC=CC=C67)C)C)C
InChI InChI=1S/C29H33NO6/c1-16(31)35-25(2)15-34-29-12-11-26(3)27(4)17(13-19-18-7-5-6-8-20(18)30-23(19)27)9-10-28(26,33)22(29)14-21(32)24(25)36-29/h5-8,14,17,24,30,33H,9-13,15H2,1-4H3/t17-,24-,25-,26+,27+,28+,29+/m0/s1
InChI Key XJYKDKWJWFVUEB-CNHHCIOHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H33NO6
Molecular Weight 491.60 g/mol
Exact Mass 491.23078777 g/mol
Topological Polar Surface Area (TPSA) 97.80 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.87
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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[(1R,4R,5S,16S,19S,23R,24S)-19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.01,20.04,19.05,16.06,14.08,13]heptacosa-6(14),8,10,12,20-pentaen-24-yl] acetate
((1R,4R,5S,16S,19S,23R,24S)-19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo(21.3.1.01,20.04,19.05,16.06,14.08,13)heptacosa-6(14),8,10,12,20-pentaen-24-yl) acetate
RefChem:114941
CHEBI:213697

2D Structure

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2D Structure of Asperindole B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.7420 74.20%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6358 63.58%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.8368 83.68%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9913 99.13%
P-glycoprotein inhibitior + 0.7571 75.71%
P-glycoprotein substrate + 0.5860 58.60%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8791 87.91%
CYP3A4 inhibition - 0.6770 67.70%
CYP2C9 inhibition - 0.8713 87.13%
CYP2C19 inhibition - 0.9119 91.19%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition + 0.6617 66.17%
CYP2C8 inhibition + 0.6676 66.76%
CYP inhibitory promiscuity - 0.7706 77.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4505 45.05%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.6816 68.16%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3626 36.26%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5985 59.85%
skin sensitisation - 0.8642 86.42%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6239 62.39%
Acute Oral Toxicity (c) III 0.5167 51.67%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.6062 60.62%
Glucocorticoid receptor binding + 0.8219 82.19%
Aromatase binding + 0.8298 82.98%
PPAR gamma + 0.6748 67.48%
Honey bee toxicity - 0.7536 75.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9880 98.80%

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 99.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.92% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.84% 94.62%
CHEMBL2581 P07339 Cathepsin D 96.90% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.80% 94.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.82% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.19% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.71% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.08% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.26% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.84% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 86.95% 98.59%
CHEMBL1937 Q92769 Histone deacetylase 2 86.36% 94.75%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.34% 94.80%
CHEMBL5028 O14672 ADAM10 84.41% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 82.91% 83.82%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.78% 96.00%
CHEMBL2535 P11166 Glucose transporter 82.15% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.07% 82.69%
CHEMBL1951 P21397 Monoamine oxidase A 81.98% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.64% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.11% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.07% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.93% 100.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.41% 92.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 139590650
LOTUS LTS0022019
wikiData Q105329323