PlantaeDB Logo
Login Sign-up

14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one

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

Top
Internal ID d3d9a7d3-30ca-4311-9662-c70e986bc660
Taxonomy Alkaloids and derivatives > Aristolactams
IUPAC Name 14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one
SMILES (Canonical) C1OC2=C(O1)C3=C4C=CC=C(C4=CC5=C3C(=C2)C(=O)N5)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C1OC2=C(O1)C3=C4C=CC=C(C4=CC5=C3C(=C2)C(=O)N5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C22H19NO9/c24-6-14-17(25)18(26)19(27)22(32-14)31-12-3-1-2-8-9(12)4-11-15-10(21(28)23-11)5-13-20(16(8)15)30-7-29-13/h1-5,14,17-19,22,24-27H,6-7H2,(H,23,28)/t14-,17-,18+,19-,22-/m1/s1
InChI Key BMZVZDXTSLWMHR-MAEOEUOPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C22H19NO9
Molecular Weight 441.40 g/mol
Exact Mass 441.10598118 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

Top
Manshurienine B
BDBM50306911
8-((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6H-benzo[f][1,3]dioxolo[4'',5'':4,5]benzo[1,2,3-cd]indol-5-one

2D Structure

Top
2D Structure of 14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6149 61.49%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Nucleus 0.3848 38.48%
OATP2B1 inhibitior - 0.7072 70.72%
OATP1B1 inhibitior + 0.9184 91.84%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8543 85.43%
P-glycoprotein inhibitior - 0.6431 64.31%
P-glycoprotein substrate - 0.6914 69.14%
CYP3A4 substrate + 0.6639 66.39%
CYP2C9 substrate - 0.8103 81.03%
CYP2D6 substrate - 0.8620 86.20%
CYP3A4 inhibition - 0.6294 62.94%
CYP2C9 inhibition - 0.8812 88.12%
CYP2C19 inhibition - 0.8203 82.03%
CYP2D6 inhibition - 0.8163 81.63%
CYP1A2 inhibition - 0.5904 59.04%
CYP2C8 inhibition - 0.5684 56.84%
CYP inhibitory promiscuity - 0.5482 54.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6218 62.18%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.7961 79.61%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4695 46.95%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.7101 71.01%
skin sensitisation - 0.8529 85.29%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4873 48.73%
Acute Oral Toxicity (c) III 0.6063 60.63%
Estrogen receptor binding + 0.7142 71.42%
Androgen receptor binding + 0.6116 61.16%
Thyroid receptor binding + 0.5499 54.99%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding + 0.6771 67.71%
PPAR gamma + 0.7684 76.84%
Honey bee toxicity - 0.6929 69.29%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.4492 44.92%

Targets

Top

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 99.56% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.98% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.60% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.82% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.76% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.63% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.61% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.58% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.13% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.02% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.44% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.86% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.08% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 88.62% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.87% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.01% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.24% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.07% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.69% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.65% 99.23%

Plants that contains it

Top
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.
Aristolochia manshuriensis

Cross-Links

Top
PubChem 46232738
NPASS NPC159101
LOTUS LTS0235486
wikiData Q104938699