(1S,2R,14R,15R)-4-methoxy-22,26,26-trimethyl-8,12,27-trioxa-22-azaheptacyclo[13.8.4.01,15.02,14.03,11.05,9.016,21]heptacosa-3(11),4,6,9,16,18,20,24-octaene-13,23-dione

Details

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Internal ID 830a36f5-db8a-4e5b-b14f-2570f0147dbd
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Linear furanocoumarins
IUPAC Name (1S,2R,14R,15R)-4-methoxy-22,26,26-trimethyl-8,12,27-trioxa-22-azaheptacyclo[13.8.4.01,15.02,14.03,11.05,9.016,21]heptacosa-3(11),4,6,9,16,18,20,24-octaene-13,23-dione
SMILES (Canonical) CC1(C=CC23C4C(C2(O1)C5=CC=CC=C5N(C3=O)C)C(=O)OC6=C4C(=C7C=COC7=C6)OC)C
SMILES (Isomeric) CC1(C=C[C@]23[C@@H]4[C@H]([C@@]2(O1)C5=CC=CC=C5N(C3=O)C)C(=O)OC6=C4C(=C7C=COC7=C6)OC)C
InChI InChI=1S/C27H23NO6/c1-25(2)10-11-26-20-19-18(13-17-14(9-12-32-17)22(19)31-4)33-23(29)21(20)27(26,34-25)15-7-5-6-8-16(15)28(3)24(26)30/h5-13,20-21H,1-4H3/t20-,21-,26+,27-/m0/s1
InChI Key VSELBETVYPLSQS-XMODGQSNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H23NO6
Molecular Weight 457.50 g/mol
Exact Mass 457.15253745 g/mol
Topological Polar Surface Area (TPSA) 78.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,14R,15R)-4-methoxy-22,26,26-trimethyl-8,12,27-trioxa-22-azaheptacyclo[13.8.4.01,15.02,14.03,11.05,9.016,21]heptacosa-3(11),4,6,9,16,18,20,24-octaene-13,23-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9304 93.04%
Caco-2 + 0.5845 58.45%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4444 44.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8776 87.76%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9324 93.24%
P-glycoprotein inhibitior + 0.9068 90.68%
P-glycoprotein substrate - 0.5332 53.32%
CYP3A4 substrate + 0.6939 69.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8358 83.58%
CYP3A4 inhibition + 0.5081 50.81%
CYP2C9 inhibition - 0.6597 65.97%
CYP2C19 inhibition + 0.5876 58.76%
CYP2D6 inhibition - 0.8999 89.99%
CYP1A2 inhibition - 0.5425 54.25%
CYP2C8 inhibition + 0.6185 61.85%
CYP inhibitory promiscuity - 0.5909 59.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Danger 0.6050 60.50%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8686 86.86%
Skin irritation - 0.8231 82.31%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7920 79.20%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8127 81.27%
Acute Oral Toxicity (c) III 0.6329 63.29%
Estrogen receptor binding + 0.8214 82.14%
Androgen receptor binding + 0.7735 77.35%
Thyroid receptor binding + 0.7602 76.02%
Glucocorticoid receptor binding + 0.8120 81.20%
Aromatase binding - 0.4900 49.00%
PPAR gamma + 0.7610 76.10%
Honey bee toxicity - 0.7746 77.46%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9809 98.09%

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 98.63% 91.11%
CHEMBL3524 P56524 Histone deacetylase 4 95.83% 92.97%
CHEMBL2581 P07339 Cathepsin D 95.62% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.91% 95.56%
CHEMBL240 Q12809 HERG 91.21% 89.76%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.02% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.58% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 90.49% 94.03%
CHEMBL2535 P11166 Glucose transporter 90.31% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.69% 96.09%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 89.60% 85.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.90% 93.99%
CHEMBL1914 P06276 Butyrylcholinesterase 87.06% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.05% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.07% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.06% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.41% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.47% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.88% 94.45%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.45% 93.65%

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.
Melicope denhamii

Cross-Links

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PubChem 57341018
LOTUS LTS0112625
wikiData Q105292161