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[(1R,2S,3R,11S,12R,14R,26R)-5,12-dihydroxy-6-methoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-22-yl] acetate

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 ea68b834-3297-4951-833b-f1455f272213
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name [(1R,2S,3R,11S,12R,14R,26R)-5,12-dihydroxy-6-methoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-22-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H42N4O9S/c1-17-12-20-13-24-38(47)44-25-14-50-39(48)40(37-22(10-11-41-40)21-8-6-7-9-23(21)42-37)15-54-36(30(44)29(43(24)4)26(20)31(46)32(17)49-5)28-27(25)35-34(51-16-52-35)18(2)33(28)53-19(3)45/h6-9,12,24-25,29-30,36,38,41-42,46-47H,10-11,13-16H2,1-5H3/t24-,25-,29+,30-,36+,38+,40+/m0/s1
InChI Key UFODTPKSZSKMKO-QVBKYYBOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42N4O9S
Molecular Weight 754.80 g/mol
Exact Mass 754.26725010 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,11S,12R,14R,26R)-5,12-dihydroxy-6-methoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-22-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4872 48.72%
Caco-2 - 0.8190 81.90%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.3638 36.38%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.8309 83.09%
OATP1B3 inhibitior + 0.9245 92.45%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9883 98.83%
P-glycoprotein inhibitior + 0.8219 82.19%
P-glycoprotein substrate + 0.7942 79.42%
CYP3A4 substrate + 0.7529 75.29%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.7736 77.36%
CYP3A4 inhibition + 0.8976 89.76%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5139 51.39%
CYP2D6 inhibition - 0.6397 63.97%
CYP1A2 inhibition - 0.6570 65.70%
CYP2C8 inhibition + 0.7350 73.50%
CYP inhibitory promiscuity - 0.6541 65.41%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6253 62.53%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7636 76.36%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis + 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7234 72.34%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6428 64.28%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8252 82.52%
Acute Oral Toxicity (c) III 0.5800 58.00%
Estrogen receptor binding + 0.8703 87.03%
Androgen receptor binding + 0.8094 80.94%
Thyroid receptor binding + 0.6146 61.46%
Glucocorticoid receptor binding + 0.8185 81.85%
Aromatase binding + 0.6834 68.34%
PPAR gamma + 0.8146 81.46%
Honey bee toxicity - 0.6118 61.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9137 91.37%

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 99.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.69% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.97% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.92% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.73% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.51% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.15% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 94.11% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.68% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.55% 94.00%
CHEMBL2535 P11166 Glucose transporter 93.29% 98.75%
CHEMBL1914 P06276 Butyrylcholinesterase 93.20% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.82% 92.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.50% 95.56%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 89.46% 97.31%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.33% 96.39%
CHEMBL217 P14416 Dopamine D2 receptor 88.12% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 87.34% 91.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.83% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 85.44% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.73% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.08% 99.15%
CHEMBL4208 P20618 Proteasome component C5 83.95% 90.00%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.52% 95.71%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.29% 85.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.75% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.52% 89.50%
CHEMBL5028 O14672 ADAM10 80.33% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 101268586
LOTUS LTS0159809
wikiData Q105271993