19(E)-18-demethoxygardneramine

Details

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Internal ID cf21f27d-b8c5-47a7-8e73-b6ba017c3513
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1R,12S,13S,16E,17R,19S)-16-ethylidene-3,4,6-trimethoxy-10-oxa-8,14-diazahexacyclo[11.6.1.01,9.02,7.012,17.014,19]icosa-2(7),3,5,8-tetraene
SMILES (Canonical) CC=C1CN2C3CC1C4C2CC35C6=C(C(=CC(=C6OC)OC)OC)N=C5OC4
SMILES (Isomeric) C/C=C\1/CN2[C@H]3C[C@@H]1[C@H]4[C@@H]2C[C@@]35C6=C(C(=CC(=C6OC)OC)OC)N=C5OC4
InChI InChI=1S/C22H26N2O4/c1-5-11-9-24-14-8-22-17(24)6-12(11)13(14)10-28-21(22)23-19-15(25-2)7-16(26-3)20(27-4)18(19)22/h5,7,12-14,17H,6,8-10H2,1-4H3/b11-5-/t12-,13-,14-,17-,22-/m0/s1
InChI Key OYIKZKUMGCIROX-SVLGZIACSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H26N2O4
Molecular Weight 382.50 g/mol
Exact Mass 382.18925731 g/mol
Topological Polar Surface Area (TPSA) 52.50 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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CHEBI:67519
Q27135988

2D Structure

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2D Structure of 19(E)-18-demethoxygardneramine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9494 94.94%
Caco-2 + 0.7527 75.27%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4549 45.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8975 89.75%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7806 78.06%
P-glycoprotein inhibitior - 0.4660 46.60%
P-glycoprotein substrate + 0.6323 63.23%
CYP3A4 substrate + 0.6549 65.49%
CYP2C9 substrate - 0.7717 77.17%
CYP2D6 substrate + 0.4783 47.83%
CYP3A4 inhibition + 0.5158 51.58%
CYP2C9 inhibition - 0.7627 76.27%
CYP2C19 inhibition - 0.6995 69.95%
CYP2D6 inhibition - 0.8580 85.80%
CYP1A2 inhibition - 0.6301 63.01%
CYP2C8 inhibition + 0.7055 70.55%
CYP inhibitory promiscuity - 0.5732 57.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6019 60.19%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9703 97.03%
Skin irritation - 0.7688 76.88%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7373 73.73%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.5159 51.59%
skin sensitisation - 0.8277 82.77%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6167 61.67%
Acute Oral Toxicity (c) III 0.6097 60.97%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7092 70.92%
Thyroid receptor binding + 0.7357 73.57%
Glucocorticoid receptor binding + 0.8329 83.29%
Aromatase binding - 0.4894 48.94%
PPAR gamma + 0.5844 58.44%
Honey bee toxicity - 0.7005 70.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9563 95.63%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.48% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.39% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL5747 Q92793 CREB-binding protein 91.91% 95.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.46% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.76% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.28% 96.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.88% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.34% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.88% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.13% 97.09%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 84.08% 92.38%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.64% 80.96%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.06% 91.11%

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.
Pinalia multiflora

Cross-Links

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PubChem 70697924
LOTUS LTS0260544
wikiData Q27135988