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Kalbreclasine

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 bfec1816-5333-4eac-a153-69dcb5909202
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids
IUPAC Name (2S,3S,4S,4aR)-3,4,7-trihydroxy-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
SMILES (Canonical) C1OC2=C(O1)C(=C3C(=C2)C4=CC(C(C(C4NC3=O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) C1OC2=C(O1)C(=C3C(=C2)C4=C[C@@H]([C@H]([C@H]([C@@H]4NC3=O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
InChI InChI=1S/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/t7-,9+,11+,12+,13+,15-,16-,17+,20+/m0/s1
InChI Key SHDYPIISBMIEEN-IVALFBGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO12
Molecular Weight 469.40 g/mol
Exact Mass 469.12202517 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -3.46
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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98900-01-7
DTXSID20331601
RefChem:150864
DTXCID30282695
(2S,3S,4S,4aR)-3,4,7-trihydroxy-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-3,4,4a,5-tetrahydro-2H-(1,3)dioxolo(4,5-j)phenanthridin-6-one
(2S,3S,4S,4aR)-3,4,7-trihydroxy-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
(2S,3S,4S,4aR)-3,4,7-trihydroxy-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
C08529
CHEBI:6101
Q27107071
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Kalbreclasine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8354 83.54%
Caco-2 - 0.9154 91.54%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5359 53.59%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.8347 83.47%
OATP1B3 inhibitior + 0.9457 94.57%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7948 79.48%
P-glycoprotein inhibitior - 0.8253 82.53%
P-glycoprotein substrate - 0.6530 65.30%
CYP3A4 substrate + 0.6242 62.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.7632 76.32%
CYP2C9 inhibition - 0.7987 79.87%
CYP2C19 inhibition - 0.7451 74.51%
CYP2D6 inhibition - 0.8270 82.70%
CYP1A2 inhibition - 0.6556 65.56%
CYP2C8 inhibition - 0.6060 60.60%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6215 62.15%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.7808 78.08%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6087 60.87%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.7195 71.95%
skin sensitisation - 0.8159 81.59%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7180 71.80%
Acute Oral Toxicity (c) III 0.5855 58.55%
Estrogen receptor binding + 0.6730 67.30%
Androgen receptor binding + 0.5820 58.20%
Thyroid receptor binding + 0.5188 51.88%
Glucocorticoid receptor binding - 0.5117 51.17%
Aromatase binding + 0.6229 62.29%
PPAR gamma + 0.6554 65.54%
Honey bee toxicity - 0.7629 76.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.4549 45.49%

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 99.50% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.09% 96.77%
CHEMBL2581 P07339 Cathepsin D 96.86% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.51% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.48% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.84% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.26% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.00% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.77% 94.00%
CHEMBL4208 P20618 Proteasome component C5 86.69% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.38% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.32% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.74% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.06% 95.93%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 82.67% 96.11%
CHEMBL3401 O75469 Pregnane X receptor 82.63% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.42% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.69% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 80.24% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 86.33%

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.
Scadoxus multiflorus subsp. multiflorus

Cross-Links

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PubChem 441595
LOTUS LTS0000267
wikiData Q27107071