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[(1R,15S,17R,18R,19R,20S)-19-acetyloxy-18-hydroxy-6-methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl] 3,4,5-trimethoxybenzoate

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 220aef74-a075-49e8-a3de-83763f1a7d20
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name [(1R,15S,17R,18R,19R,20S)-19-acetyloxy-18-hydroxy-6-methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl] 3,4,5-trimethoxybenzoate
SMILES (Canonical) CC(=O)OC1C2CC3C4=C(CCN3CC2CC(C1O)OC(=O)C5=CC(=C(C(=C5)OC)OC)OC)C6=C(N4)C=C(C=C6)OC
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2C[C@@H]3C4=C(CCN3C[C@H]2C[C@H]([C@H]1O)OC(=O)C5=CC(=C(C(=C5)OC)OC)OC)C6=C(N4)C=C(C=C6)OC
InChI InChI=1S/C32H38N2O9/c1-16(35)42-30-22-14-24-28-21(20-7-6-19(38-2)13-23(20)33-28)8-9-34(24)15-18(22)12-25(29(30)36)43-32(37)17-10-26(39-3)31(41-5)27(11-17)40-4/h6-7,10-11,13,18,22,24-25,29-30,33,36H,8-9,12,14-15H2,1-5H3/t18-,22+,24-,25-,29-,30-/m1/s1
InChI Key LWZYHGCPBSKKNE-ZEQDIMPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38N2O9
Molecular Weight 594.70 g/mol
Exact Mass 594.25773079 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,15S,17R,18R,19R,20S)-19-acetyloxy-18-hydroxy-6-methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl] 3,4,5-trimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8332 83.32%
Caco-2 - 0.7778 77.78%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7511 75.11%
OATP2B1 inhibitior - 0.6361 63.61%
OATP1B1 inhibitior - 0.3477 34.77%
OATP1B3 inhibitior - 0.3254 32.54%
MATE1 inhibitior - 0.8620 86.20%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9118 91.18%
P-glycoprotein inhibitior + 0.8641 86.41%
P-glycoprotein substrate + 0.6752 67.52%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3984 39.84%
CYP3A4 inhibition - 0.9131 91.31%
CYP2C9 inhibition - 0.9283 92.83%
CYP2C19 inhibition - 0.9165 91.65%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.5700 57.00%
CYP2C8 inhibition + 0.6736 67.36%
CYP inhibitory promiscuity - 0.8691 86.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5622 56.22%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9502 95.02%
Skin irritation - 0.7943 79.43%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8821 88.21%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9078 90.78%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7453 74.53%
Acute Oral Toxicity (c) II 0.5949 59.49%
Estrogen receptor binding + 0.8575 85.75%
Androgen receptor binding + 0.7814 78.14%
Thyroid receptor binding + 0.5797 57.97%
Glucocorticoid receptor binding + 0.8095 80.95%
Aromatase binding + 0.7074 70.74%
PPAR gamma + 0.7658 76.58%
Honey bee toxicity - 0.7440 74.40%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5749 57.49%
Fish aquatic toxicity + 0.6908 69.08%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.20% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 98.93% 92.98%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.28% 91.11%
CHEMBL2535 P11166 Glucose transporter 96.82% 98.75%
CHEMBL5747 Q92793 CREB-binding protein 94.05% 95.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.42% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.71% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.69% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.56% 93.99%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.65% 99.17%
CHEMBL4208 P20618 Proteasome component C5 89.57% 90.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.81% 93.40%
CHEMBL2581 P07339 Cathepsin D 88.34% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.91% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 87.72% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.03% 95.89%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.12% 90.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.00% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.28% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.21% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 84.18% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.12% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.41% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.58% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.20% 92.62%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.08% 91.79%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.44% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.34% 100.00%
CHEMBL5028 O14672 ADAM10 80.24% 97.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.11% 97.21%

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.
Rubia cordifolia

Cross-Links

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PubChem 5320759
NPASS NPC19445