Microlobin

Details

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Internal ID 770fa065-f531-494f-a0d3-fc837d3ccb01
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name [(1R,3R,4S,4aS,8R,8aS)-3,4,8,8a-tetramethyl-7-oxo-4-[(2-oxochromen-7-yl)oxymethyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalen-1-yl] acetate
SMILES (Canonical) CC1CC(C2(C(C(=O)CCC2C1(C)COC3=CC4=C(C=C3)C=CC(=O)O4)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@H]([C@@]2([C@H](C(=O)CC[C@H]2[C@@]1(C)COC3=CC4=C(C=C3)C=CC(=O)O4)C)C)OC(=O)C
InChI InChI=1S/C26H32O6/c1-15-12-23(31-17(3)27)26(5)16(2)20(28)9-10-22(26)25(15,4)14-30-19-8-6-18-7-11-24(29)32-21(18)13-19/h6-8,11,13,15-16,22-23H,9-10,12,14H2,1-5H3/t15-,16+,22+,23-,25+,26-/m1/s1
InChI Key PIGAODQEDMJGTF-BXTCTJPFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O6
Molecular Weight 440.50 g/mol
Exact Mass 440.21988874 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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CHEMBL1078935

2D Structure

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2D Structure of Microlobin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9762 97.62%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8377 83.77%
OATP1B3 inhibitior + 0.9254 92.54%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9615 96.15%
P-glycoprotein inhibitior + 0.8219 82.19%
P-glycoprotein substrate - 0.5354 53.54%
CYP3A4 substrate + 0.6634 66.34%
CYP2C9 substrate - 0.7795 77.95%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition - 0.6941 69.41%
CYP2C9 inhibition - 0.7844 78.44%
CYP2C19 inhibition - 0.6093 60.93%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition + 0.5728 57.28%
CYP2C8 inhibition + 0.6673 66.73%
CYP inhibitory promiscuity - 0.8010 80.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9429 94.29%
Skin irritation - 0.8126 81.26%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9453 94.53%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7939 79.39%
Acute Oral Toxicity (c) III 0.4841 48.41%
Estrogen receptor binding + 0.8008 80.08%
Androgen receptor binding + 0.7310 73.10%
Thyroid receptor binding + 0.6694 66.94%
Glucocorticoid receptor binding + 0.8445 84.45%
Aromatase binding + 0.7024 70.24%
PPAR gamma + 0.6912 69.12%
Honey bee toxicity - 0.8239 82.39%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9962 99.62%

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 98.84% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.03% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.90% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.15% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.97% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.30% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.54% 92.94%
CHEMBL4208 P20618 Proteasome component C5 86.54% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.54% 92.62%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.68% 97.53%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.54% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.47% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.22% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.34% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.99% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.65% 96.77%

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.
Ferula assa-foetida

Cross-Links

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PubChem 46882990
LOTUS LTS0221373
wikiData Q104400950