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Picrasidine S

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 8807f9eb-859e-4d97-bf30-a845e5cd1382
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-7,11-dimethoxy-2,3,4,12-tetrahydro-1H-indolo[2,3-a]quinolizin-5-ium
SMILES (Canonical) COC1=CC=CC2=C1NC3=C2C(=CN=C3C4CCCC5=[N+]4C=C(C6=C5NC7=C6C=CC=C7OC)OC)OC
SMILES (Isomeric) COC1=CC=CC2=C1NC3=C2C(=CN=C3C4CCCC5=[N+]4C=C(C6=C5NC7=C6C=CC=C7OC)OC)OC
InChI InChI=1S/C30H28N4O4/c1-35-20-12-6-9-17-25-23(38-4)15-34-18(28(25)32-26(17)20)10-7-11-19(34)29-30-24(22(37-3)14-31-29)16-8-5-13-21(36-2)27(16)33-30/h5-6,8-9,12-15,19H,7,10-11H2,1-4H3,(H,31,33)/p+1
InChI Key ZHIAAGUQJJWYBK-UHFFFAOYSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H29N4O4+
Molecular Weight 509.60 g/mol
Exact Mass 509.21888042 g/mol
Topological Polar Surface Area (TPSA) 85.30 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.60
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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112503-87-4
4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-7,11-dimethoxy-2,3,4,12-tetrahydro-1H-indolo[2,3-a]quinolizin-5-ium
1H-Indolo[2,3-a]quinolizin-5-ium, 4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-2,3,4,12-tetrahydro-7,11-dimethoxy-, (+/-)-; 9H-Pyrido[3,4-b]indole, 1H-indolo[2,3-a]quinolizin-5-ium deriv.
AKOS032961642
F92852
1H-Indolo[2,3-a]quinolizin-5-ium, 4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-2,3,4,12-tetrahydro-7,11-dimethoxy-, ()-; 9H-Pyrido[3,4-b]indole, 1H-indolo[2,3-a]quinolizin-5-ium deriv.

2D Structure

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2D Structure of Picrasidine S

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9136 91.36%
Caco-2 - 0.7053 70.53%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8887 88.87%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.9332 93.32%
OATP1B3 inhibitior + 0.9255 92.55%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5571 55.71%
BSEP inhibitior + 0.9865 98.65%
P-glycoprotein inhibitior + 0.9151 91.51%
P-glycoprotein substrate + 0.5634 56.34%
CYP3A4 substrate + 0.6728 67.28%
CYP2C9 substrate - 0.6433 64.33%
CYP2D6 substrate + 0.3618 36.18%
CYP3A4 inhibition + 0.5450 54.50%
CYP2C9 inhibition - 0.8041 80.41%
CYP2C19 inhibition - 0.6961 69.61%
CYP2D6 inhibition - 0.5532 55.32%
CYP1A2 inhibition + 0.5219 52.19%
CYP2C8 inhibition + 0.8707 87.07%
CYP inhibitory promiscuity + 0.8538 85.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5991 59.91%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9453 94.53%
Skin irritation - 0.8027 80.27%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9148 91.48%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9066 90.66%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7912 79.12%
Acute Oral Toxicity (c) III 0.5446 54.46%
Estrogen receptor binding + 0.8659 86.59%
Androgen receptor binding + 0.7387 73.87%
Thyroid receptor binding + 0.8041 80.41%
Glucocorticoid receptor binding + 0.8808 88.08%
Aromatase binding + 0.6457 64.57%
PPAR gamma + 0.7535 75.35%
Honey bee toxicity - 0.8684 86.84%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity - 0.4300 43.00%

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 97.29% 96.09%
CHEMBL2535 P11166 Glucose transporter 95.94% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.61% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.08% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.64% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.45% 93.99%
CHEMBL5203 P33316 dUTP pyrophosphatase 91.60% 99.18%
CHEMBL213 P08588 Beta-1 adrenergic receptor 91.57% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.26% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 89.80% 92.98%
CHEMBL4040 P28482 MAP kinase ERK2 89.56% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.37% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.84% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.46% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.41% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 85.60% 94.45%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.17% 85.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.12% 92.62%
CHEMBL5747 Q92793 CREB-binding protein 85.02% 95.12%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.35% 94.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.68% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.55% 90.08%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.22% 89.44%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.40% 95.48%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 81.36% 97.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.10% 86.33%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.06% 96.00%

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.
Picrasma quassioides

Cross-Links

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PubChem 5318873
LOTUS LTS0001125
wikiData Q105375748