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10'-Hydroxyusambarensine

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 726f6c4f-b7cd-469d-868a-783614d40340
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[[(2R,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]methyl]-9H-pyrido[3,4-b]indol-6-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H28N4O/c1-2-17-16-33-12-10-22-20-5-3-4-6-24(20)32-29(22)27(33)14-18(17)13-26-28-21(9-11-30-26)23-15-19(34)7-8-25(23)31-28/h2-9,11,15,18,27,31-32,34H,10,12-14,16H2,1H3/b17-2+/t18-,27-/m0/s1
InChI Key UXVNNVWPICKMTE-WRLCUUPGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H28N4O
Molecular Weight 448.60 g/mol
Exact Mass 448.22631153 g/mol
Topological Polar Surface Area (TPSA) 67.90 Ų
XlogP 4.70
Atomic LogP (AlogP) 6.01
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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10'-hydroxyusambarensine
10'-Hydroxy-usambarensine
1-(((2R,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo(2,3-a)quinolizin-2-yl)methyl)-9H-pyrido(3,4-b)indol-6-ol
225939-61-7
CHEMBL523176

2D Structure

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2D Structure of 10'-Hydroxyusambarensine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.6808 68.08%
Blood Brain Barrier + 0.8879 88.79%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6589 65.89%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8423 84.23%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.9822 98.22%
P-glycoprotein inhibitior + 0.9671 96.71%
P-glycoprotein substrate + 0.7144 71.44%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate + 0.5701 57.01%
CYP3A4 inhibition + 0.5340 53.40%
CYP2C9 inhibition - 0.8813 88.13%
CYP2C19 inhibition - 0.8438 84.38%
CYP2D6 inhibition + 0.6076 60.76%
CYP1A2 inhibition + 0.6224 62.24%
CYP2C8 inhibition + 0.8091 80.91%
CYP inhibitory promiscuity + 0.7530 75.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6693 66.93%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9692 96.92%
Skin irritation - 0.7021 70.21%
Skin corrosion - 0.9065 90.65%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8283 82.83%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5175 51.75%
skin sensitisation - 0.8518 85.18%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6407 64.07%
Acute Oral Toxicity (c) III 0.5130 51.30%
Estrogen receptor binding + 0.7873 78.73%
Androgen receptor binding + 0.8201 82.01%
Thyroid receptor binding + 0.7529 75.29%
Glucocorticoid receptor binding + 0.7375 73.75%
Aromatase binding - 0.5321 53.21%
PPAR gamma + 0.6153 61.53%
Honey bee toxicity - 0.8387 83.87%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9340 93.40%

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
CHEMBL240 Q12809 HERG 99.29% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.03% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.83% 93.40%
CHEMBL1951 P21397 Monoamine oxidase A 94.72% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.79% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.60% 93.10%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 93.44% 91.71%
CHEMBL1914 P06276 Butyrylcholinesterase 92.69% 95.00%
CHEMBL2581 P07339 Cathepsin D 92.47% 98.95%
CHEMBL2535 P11166 Glucose transporter 91.61% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.56% 95.56%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 90.98% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.92% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.75% 94.45%
CHEMBL255 P29275 Adenosine A2b receptor 87.03% 98.59%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.48% 96.39%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.86% 88.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.83% 97.09%
CHEMBL5747 Q92793 CREB-binding protein 83.13% 95.12%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 83.05% 85.00%
CHEMBL1781 P11387 DNA topoisomerase I 82.90% 97.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.34% 99.23%
CHEMBL4302 P08183 P-glycoprotein 1 82.15% 92.98%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 81.66% 96.42%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.52% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.39% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.02% 82.38%
CHEMBL1952 P04818 Thymidylate synthase 80.66% 93.53%
CHEMBL1938212 Q9UPP1 Histone lysine demethylase PHF8 80.59% 98.33%

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.
Strychnos usambarensis
Strychnos usambarensis

Cross-Links

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PubChem 44566377
NPASS NPC476041
ChEMBL CHEMBL523176
LOTUS LTS0209835
wikiData Q105281063