Cylindrocyclophane A3

Details

Top
Internal ID 2c648b2a-2920-4a56-a3f5-cd02697743a6
Taxonomy Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
IUPAC Name (2R,3S,8R,13R,14S,19R)-8-(4-chlorobutyl)-19-(4,4-dichlorobutyl)-3,14-dimethyltricyclo[18.2.2.29,12]hexacosa-1(22),9,11,20,23,25-hexaene-2,10,13,21,24,26-hexol
SMILES (Canonical) CC1CCCCC(C2=C(C=C(C=C2O)C(C(CCCCC(C3=C(C=C(C1O)C=C3O)O)CCCC(Cl)Cl)C)O)O)CCCCCl
SMILES (Isomeric) C[C@H]1CCCC[C@@H](C2=C(C=C(C=C2O)[C@@H]([C@H](CCCC[C@@H](C3=C(C=C([C@@H]1O)C=C3O)O)CCCC(Cl)Cl)C)O)O)CCCCCl
InChI InChI=1S/C36H53Cl3O6/c1-22-10-3-5-12-24(14-7-8-17-37)33-28(40)18-26(19-29(33)41)35(44)23(2)11-4-6-13-25(15-9-16-32(38)39)34-30(42)20-27(36(22)45)21-31(34)43/h18-25,32,35-36,40-45H,3-17H2,1-2H3/t22-,23-,24+,25+,35+,36+/m0/s1
InChI Key LHICTIBASFRESH-IULTZZOBSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H53Cl3O6
Molecular Weight 688.20 g/mol
Exact Mass 686.290772 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 10.40
Atomic LogP (AlogP) 10.23
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
CHEMBL1224859
DTXSID701046450

2D Structure

Top
2D Structure of Cylindrocyclophane A3

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9705 97.05%
Caco-2 - 0.8216 82.16%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8330 83.30%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.9192 91.92%
OATP1B3 inhibitior + 0.9022 90.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7731 77.31%
P-glycoprotein inhibitior + 0.7312 73.12%
P-glycoprotein substrate - 0.5647 56.47%
CYP3A4 substrate + 0.6082 60.82%
CYP2C9 substrate + 0.6122 61.22%
CYP2D6 substrate + 0.3477 34.77%
CYP3A4 inhibition - 0.5894 58.94%
CYP2C9 inhibition - 0.5715 57.15%
CYP2C19 inhibition - 0.5912 59.12%
CYP2D6 inhibition - 0.7687 76.87%
CYP1A2 inhibition + 0.6527 65.27%
CYP2C8 inhibition + 0.4583 45.83%
CYP inhibitory promiscuity - 0.5367 53.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7084 70.84%
Carcinogenicity (trinary) Non-required 0.7512 75.12%
Eye corrosion - 0.9778 97.78%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.6993 69.93%
Skin corrosion - 0.7472 74.72%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7218 72.18%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5718 57.18%
skin sensitisation - 0.6980 69.80%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8682 86.82%
Acute Oral Toxicity (c) III 0.5103 51.03%
Estrogen receptor binding + 0.7783 77.83%
Androgen receptor binding + 0.7410 74.10%
Thyroid receptor binding + 0.5224 52.24%
Glucocorticoid receptor binding + 0.6723 67.23%
Aromatase binding + 0.5593 55.93%
PPAR gamma + 0.5896 58.96%
Honey bee toxicity - 0.9074 90.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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 98.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.84% 98.95%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 93.14% 97.23%
CHEMBL4040 P28482 MAP kinase ERK2 93.00% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.15% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.83% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.47% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.67% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.21% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.96% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 84.81% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.09% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.60% 93.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.26% 99.18%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.65% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 81.31% 91.49%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.04% 90.24%

Plants that contains it

Top
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.
Neurolaena lobata

Cross-Links

Top
PubChem 46939338
NPASS NPC111723
ChEMBL CHEMBL1224859
LOTUS LTS0042737
wikiData Q77561570