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methyl (1R,2S,10S,15E,17R,18R)-15-ethylidene-7-[(1S,12S,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-18-hydroxy-3-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.02,13.04,9.010,17]icosa-4(9),5,7-triene-17-carboxylate

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 7392ce81-0976-4524-bced-e5c8f02c77dd
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl (1R,2S,10S,15E,17R,18R)-15-ethylidene-7-[(1S,12S,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-18-hydroxy-3-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.02,13.04,9.010,17]icosa-4(9),5,7-triene-17-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=CC5=C(C=C4)N(C67C58CCN6CC(=CC)C9C8(C(OC7C9)O)C(=O)OC)C)NC1=CC=CC=C31)C
SMILES (Isomeric) C/C=C\1/CN([C@H]2CC3=C([C@@H](C[C@@H]1[C@]2(CO)C(=O)OC)C4=CC5=C(C=C4)N([C@]67[C@@]58CCN6C/C(=C/C)/C9[C@@]8([C@@H](O[C@@H]7C9)O)C(=O)OC)C)NC1=CC=CC=C31)C
InChI InChI=1S/C44H52N4O7/c1-7-24-21-46(3)35-19-29-27-11-9-10-12-33(27)45-37(29)28(18-30(24)41(35,23-49)38(50)53-5)26-13-14-34-32(17-26)42-15-16-48-22-25(8-2)31-20-36(44(42,48)47(34)4)55-40(52)43(31,42)39(51)54-6/h7-14,17,28,30-31,35-36,40,45,49,52H,15-16,18-23H2,1-6H3/b24-7-,25-8-/t28-,30-,31?,35-,36+,40+,41-,42-,43-,44-/m0/s1
InChI Key ZXKKXODYBCITIC-LYZKIMGHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H52N4O7
Molecular Weight 748.90 g/mol
Exact Mass 748.38360001 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.22
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 methyl (1R,2S,10S,15E,17R,18R)-15-ethylidene-7-[(1S,12S,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-18-hydroxy-3-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.02,13.04,9.010,17]icosa-4(9),5,7-triene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9237 92.37%
Caco-2 - 0.8062 80.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5506 55.06%
OATP2B1 inhibitior - 0.7292 72.92%
OATP1B1 inhibitior + 0.7963 79.63%
OATP1B3 inhibitior + 0.9231 92.31%
MATE1 inhibitior - 0.8437 84.37%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8299 82.99%
P-glycoprotein substrate + 0.7733 77.33%
CYP3A4 substrate + 0.7572 75.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7719 77.19%
CYP3A4 inhibition - 0.7750 77.50%
CYP2C9 inhibition - 0.7978 79.78%
CYP2C19 inhibition - 0.8303 83.03%
CYP2D6 inhibition - 0.9071 90.71%
CYP1A2 inhibition - 0.7770 77.70%
CYP2C8 inhibition + 0.7494 74.94%
CYP inhibitory promiscuity - 0.8014 80.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5306 53.06%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9212 92.12%
Skin irritation - 0.7763 77.63%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6927 69.27%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8543 85.43%
Acute Oral Toxicity (c) III 0.5777 57.77%
Estrogen receptor binding + 0.8336 83.36%
Androgen receptor binding + 0.7709 77.09%
Thyroid receptor binding + 0.6664 66.64%
Glucocorticoid receptor binding + 0.8254 82.54%
Aromatase binding + 0.5913 59.13%
PPAR gamma + 0.7562 75.62%
Honey bee toxicity - 0.6777 67.77%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9542 95.42%

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 99.65% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 99.43% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.19% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL233 P35372 Mu opioid receptor 96.25% 97.93%
CHEMBL1914 P06276 Butyrylcholinesterase 96.07% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.95% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.75% 89.00%
CHEMBL240 Q12809 HERG 94.54% 89.76%
CHEMBL5028 O14672 ADAM10 91.79% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.73% 97.09%
CHEMBL4208 P20618 Proteasome component C5 91.38% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 90.81% 98.59%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.55% 96.39%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.42% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.34% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.90% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 82.40% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.82% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.57% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.33% 99.23%

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.
Hunteria zeylanica

Cross-Links

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PubChem 101928453
LOTUS LTS0024335
wikiData Q104403719