10-Hydroxyheyneanine

Details

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Internal ID 4b739adc-6e64-4707-a4cd-8c4992e0cd19
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,15R,17R,18S)-7-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
SMILES (Canonical) CC(C1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=C(C=C5)O)C(=O)OC)O
SMILES (Isomeric) C[C@@H]([C@@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)O)C(=O)OC)O
InChI InChI=1S/C21H26N2O4/c1-11(24)15-7-12-9-21(20(26)27-2)18-14(5-6-23(10-12)19(15)21)16-8-13(25)3-4-17(16)22-18/h3-4,8,11-12,15,19,22,24-25H,5-7,9-10H2,1-2H3/t11-,12+,15-,19-,21+/m0/s1
InChI Key IEUHGCGGKJVFFN-PXIICCPISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26N2O4
Molecular Weight 370.40 g/mol
Exact Mass 370.18925731 g/mol
Topological Polar Surface Area (TPSA) 85.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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77795-14-3
Ibogamine-18-carboxylic acid, 12,20-dihydroxy-, methyl ester, (4alpha,20S)-
DTXSID30228417

2D Structure

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2D Structure of 10-Hydroxyheyneanine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9048 90.48%
Caco-2 + 0.6193 61.93%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5759 57.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5499 54.99%
P-glycoprotein inhibitior - 0.6468 64.68%
P-glycoprotein substrate + 0.8596 85.96%
CYP3A4 substrate + 0.6696 66.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4272 42.72%
CYP3A4 inhibition - 0.5904 59.04%
CYP2C9 inhibition - 0.8683 86.83%
CYP2C19 inhibition - 0.8348 83.48%
CYP2D6 inhibition - 0.6288 62.88%
CYP1A2 inhibition - 0.8194 81.94%
CYP2C8 inhibition - 0.6943 69.43%
CYP inhibitory promiscuity - 0.7566 75.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6656 66.56%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9867 98.67%
Skin irritation - 0.7904 79.04%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6554 65.54%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.5727 57.27%
skin sensitisation - 0.8751 87.51%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8946 89.46%
Acute Oral Toxicity (c) III 0.4486 44.86%
Estrogen receptor binding + 0.7268 72.68%
Androgen receptor binding + 0.6813 68.13%
Thyroid receptor binding + 0.5434 54.34%
Glucocorticoid receptor binding + 0.6102 61.02%
Aromatase binding + 0.6002 60.02%
PPAR gamma + 0.5212 52.12%
Honey bee toxicity - 0.7704 77.04%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9101 91.01%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.51% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.20% 85.14%
CHEMBL2535 P11166 Glucose transporter 97.02% 98.75%
CHEMBL2581 P07339 Cathepsin D 96.93% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.92% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.07% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.80% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.97% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.55% 97.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.19% 91.65%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.07% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.26% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 85.68% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.86% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.35% 90.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.69% 97.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.26% 97.53%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.22% 93.10%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.11% 95.56%

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.
Tabernaemontana ventricosa
Tabernanthe iboga

Cross-Links

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PubChem 157114
LOTUS LTS0161271
wikiData Q83108410