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(2S,3R,6S,8S,9R,10R,12R,13S,16S,22S,26R)-9,13-dihydroxy-8-(2-hydroxypropan-2-yl)-2,3,23,23,25,25-hexamethyl-7,11,24-trioxa-32-azanonacyclo[16.14.0.02,16.03,13.06,12.010,12.019,31.020,28.022,26]dotriaconta-1(18),19(31),20(28),29-tetraen-27-one

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 b1a8e404-9259-4afe-9aef-53a4b10e2735
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (2S,3R,6S,8S,9R,10R,12R,13S,16S,22S,26R)-9,13-dihydroxy-8-(2-hydroxypropan-2-yl)-2,3,23,23,25,25-hexamethyl-7,11,24-trioxa-32-azanonacyclo[16.14.0.02,16.03,13.06,12.010,12.019,31.020,28.022,26]dotriaconta-1(18),19(31),20(28),29-tetraen-27-one
SMILES (Canonical) CC1(C2CC3=C(C=CC4=C3C5=C(N4)C6(C(C5)CCC7(C6(CCC8C79C(O9)C(C(O8)C(C)(C)O)O)C)O)C)C(=O)C2C(O1)(C)C)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@]4([C@@]1(CC[C@@H]5[C@@]2(C6=C(C5)C7=C(N6)C=CC8=C7C[C@H]9[C@@H](C8=O)C(OC9(C)C)(C)C)C)O)[C@H](O4)[C@@H]([C@H](O3)C(C)(C)O)O
InChI InChI=1S/C37H49NO7/c1-31(2,41)29-27(40)30-37(44-30)23(43-29)12-13-34(7)35(8)17(11-14-36(34,37)42)15-20-24-19-16-21-25(33(5,6)45-32(21,3)4)26(39)18(19)9-10-22(24)38-28(20)35/h9-10,17,21,23,25,27,29-30,38,40-42H,11-16H2,1-8H3/t17-,21-,23-,25-,27+,29-,30+,34+,35+,36-,37+/m0/s1
InChI Key GIHSQRKLXKCZNX-BQJHYLHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H49NO7
Molecular Weight 619.80 g/mol
Exact Mass 619.35090290 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,6S,8S,9R,10R,12R,13S,16S,22S,26R)-9,13-dihydroxy-8-(2-hydroxypropan-2-yl)-2,3,23,23,25,25-hexamethyl-7,11,24-trioxa-32-azanonacyclo[16.14.0.02,16.03,13.06,12.010,12.019,31.020,28.022,26]dotriaconta-1(18),19(31),20(28),29-tetraen-27-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9677 96.77%
Caco-2 - 0.7928 79.28%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.3832 38.32%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8396 83.96%
OATP1B3 inhibitior + 0.9322 93.22%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9697 96.97%
P-glycoprotein inhibitior + 0.7383 73.83%
P-glycoprotein substrate + 0.7083 70.83%
CYP3A4 substrate + 0.7374 73.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8314 83.14%
CYP3A4 inhibition - 0.7437 74.37%
CYP2C9 inhibition - 0.8611 86.11%
CYP2C19 inhibition - 0.8363 83.63%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition - 0.5499 54.99%
CYP2C8 inhibition + 0.7185 71.85%
CYP inhibitory promiscuity - 0.8559 85.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5965 59.65%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9239 92.39%
Skin irritation - 0.7433 74.33%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis + 0.5566 55.66%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8225 82.25%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.8498 84.98%
Acute Oral Toxicity (c) III 0.6210 62.10%
Estrogen receptor binding + 0.7518 75.18%
Androgen receptor binding + 0.7520 75.20%
Thyroid receptor binding + 0.5541 55.41%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.7274 72.74%
PPAR gamma + 0.6545 65.45%
Honey bee toxicity - 0.7751 77.51%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9219 92.19%

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.96% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.68% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 96.46% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 95.96% 93.04%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.37% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.71% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 93.14% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.88% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.99% 85.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.57% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.03% 94.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.41% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.23% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.26% 86.33%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.18% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.06% 94.45%
CHEMBL255 P29275 Adenosine A2b receptor 80.62% 98.59%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.52% 85.31%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.15% 93.40%

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.
Lolium perenne

Cross-Links

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PubChem 154496919
LOTUS LTS0187745
wikiData Q105008995