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[(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 4-hydroxy-3-methoxybenzoate

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 bf304f1e-bf6f-4ad4-9bcf-50071188f560
Taxonomy Alkaloids and derivatives > Hasubanan alkaloids
IUPAC Name [(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 4-hydroxy-3-methoxybenzoate
SMILES (Canonical) COC1=C(C=CC(=C1)C(=O)OC2CC34CCNC35CC(C6=CC7=C(C=C46)OCO7)OC5(C2O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C(=O)O[C@H]2C[C@]34CCN[C@@]35C[C@@H](C6=CC7=C(C=C46)OCO7)O[C@]5([C@H]2O)OC)O
InChI InChI=1S/C26H27NO9/c1-31-17-7-13(3-4-16(17)28)23(30)35-21-10-24-5-6-27-25(24)11-20(36-26(25,32-2)22(21)29)14-8-18-19(9-15(14)24)34-12-33-18/h3-4,7-9,20-22,27-29H,5-6,10-12H2,1-2H3/t20-,21-,22-,24-,25-,26-/m0/s1
InChI Key BTDVYOKUHWMJJD-UWBSNJKQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H27NO9
Molecular Weight 497.50 g/mol
Exact Mass 497.16858144 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 4-hydroxy-3-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8837 88.37%
Caco-2 - 0.7354 73.54%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Nucleus 0.3528 35.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9421 94.21%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8678 86.78%
P-glycoprotein inhibitior + 0.7666 76.66%
P-glycoprotein substrate + 0.5138 51.38%
CYP3A4 substrate + 0.6813 68.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7077 70.77%
CYP3A4 inhibition - 0.5277 52.77%
CYP2C9 inhibition - 0.8594 85.94%
CYP2C19 inhibition - 0.6621 66.21%
CYP2D6 inhibition - 0.7986 79.86%
CYP1A2 inhibition - 0.8502 85.02%
CYP2C8 inhibition + 0.7288 72.88%
CYP inhibitory promiscuity - 0.6633 66.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5935 59.35%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4474 44.74%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5449 54.49%
skin sensitisation - 0.8200 82.00%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6690 66.90%
Acute Oral Toxicity (c) III 0.5429 54.29%
Estrogen receptor binding + 0.8924 89.24%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding + 0.6598 65.98%
Glucocorticoid receptor binding + 0.8291 82.91%
Aromatase binding + 0.7249 72.49%
PPAR gamma + 0.7351 73.51%
Honey bee toxicity - 0.7589 75.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6449 64.49%
Fish aquatic toxicity - 0.4152 41.52%

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 99.72% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.05% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL4208 P20618 Proteasome component C5 94.35% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.63% 96.21%
CHEMBL2535 P11166 Glucose transporter 91.98% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.56% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.96% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.51% 86.33%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 89.47% 97.03%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.17% 89.62%
CHEMBL3194 P02766 Transthyretin 88.09% 90.71%
CHEMBL2581 P07339 Cathepsin D 87.66% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.34% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.68% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.38% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.81% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.76% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.60% 99.17%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.56% 85.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.29% 94.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.20% 95.56%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 84.61% 80.96%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.78% 90.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.09% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.53% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.51% 96.95%

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.
Stephania abyssinica

Cross-Links

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PubChem 92043404
LOTUS LTS0190986
wikiData Q104945549