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Shearinine N

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 051a849c-22e9-47cb-8c77-b7b47d45972d
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (2S,3R,6S,8R,12S,15S)-12-hydroxy-8-(2-hydroxypropan-2-yl)-6-methoxy-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18(30),19,22(27),28-hexaen-9-one
SMILES (Canonical) CC1(CC2=C(CC3=CC4=C(C=C32)NC5=C4CC6C5(C7(CCC8(C(=CC(=O)C(O8)C(C)(C)O)C7(CC6)O)OC)C)C)C(O1)(C)C)C
SMILES (Isomeric) C[C@]12CC[C@]3(C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=C(N5)C=C7C(=C6)CC8=C7CC(OC8(C)C)(C)C)C)O)OC
InChI InChI=1S/C38H49NO6/c1-32(2)19-25-22-17-27-23(14-20(22)15-26(25)34(5,6)45-32)24-16-21-10-11-37(42)29-18-28(40)31(33(3,4)41)44-38(29,43-9)13-12-35(37,7)36(21,8)30(24)39-27/h14,17-18,21,31,39,41-42H,10-13,15-16,19H2,1-9H3/t21-,31-,35+,36+,37+,38-/m0/s1
InChI Key OONPMWYINBHIDB-FFEKPOHASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H49NO6
Molecular Weight 615.80 g/mol
Exact Mass 615.35598828 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 6.22
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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(2S,3R,6S,8R,12S,15S)-12-hydroxy-8-(2-hydroxypropan-2-yl)-6-methoxy-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18(30),19,22(27),28-hexaen-9-one
(2S,3R,6S,8R,12S,15S)-12-hydroxy-8-(2-hydroxypropan-2-yl)-6-methoxy-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo(15.14.0.02,15.03,12.06,11.018,30.020,28.022,27)hentriaconta-1(17),10,18(30),19,22(27),28-hexaen-9-one
RefChem:182701
CHEMBL4469924
CHEBI:224322

2D Structure

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2D Structure of Shearinine N

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.7909 79.09%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5110 51.10%
OATP2B1 inhibitior - 0.7106 71.06%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.7791 77.91%
P-glycoprotein substrate + 0.7289 72.89%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8638 86.38%
CYP3A4 inhibition - 0.6953 69.53%
CYP2C9 inhibition - 0.8468 84.68%
CYP2C19 inhibition - 0.8648 86.48%
CYP2D6 inhibition - 0.8988 89.88%
CYP1A2 inhibition + 0.7924 79.24%
CYP2C8 inhibition + 0.7130 71.30%
CYP inhibitory promiscuity - 0.6470 64.70%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4479 44.79%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.7085 70.85%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5540 55.40%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5342 53.42%
skin sensitisation - 0.8261 82.61%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6422 64.22%
Acute Oral Toxicity (c) III 0.4546 45.46%
Estrogen receptor binding + 0.7350 73.50%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding + 0.6145 61.45%
Glucocorticoid receptor binding + 0.7677 76.77%
Aromatase binding + 0.7470 74.70%
PPAR gamma + 0.6863 68.63%
Honey bee toxicity - 0.6681 66.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9801 98.01%

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 99.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.92% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.58% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.72% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.15% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 93.15% 93.04%
CHEMBL217 P14416 Dopamine D2 receptor 93.14% 95.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.96% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.73% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.47% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 92.40% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.96% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 91.92% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.05% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.57% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.14% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.67% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.67% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.75% 97.28%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.83% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.78% 94.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.31% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 86.75% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.66% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.99% 93.99%
CHEMBL1907 P15144 Aminopeptidase N 84.89% 93.31%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.02% 95.71%
CHEMBL1871 P10275 Androgen Receptor 83.94% 96.43%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.62% 98.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.59% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.29% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.34% 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.
There are no matching plants.

Cross-Links

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PubChem 145721024
LOTUS LTS0166643
wikiData Q105195505