Cylindrocyclophane F

Details

• Internal ID: bc1af8c0-215d-4b89-806b-02c8e812cef0
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
• IUPAC Name: (3S,8S,14S,19S)-8,19-dibutyl-3,14-dimethyltricyclo[18.2.2.29,12]hexacosa-1(22),9,11,20,23,25-hexaene-10,21,24,26-tetrol
• SMILES (Canonical): CCCCC1CCCCC(CC2=CC(=C(C(CCCCC(CC3=CC(=C1C(=C3)O)O)C)CCCC)C(=C2)O)O)C
• SMILES (Isomeric): CCCC[C@H]1CCCC[C@@H](CC2=CC(=C([C@H](CCCC[C@@H](CC3=CC(=C1C(=C3)O)O)C)CCCC)C(=C2)O)O)C
• InChI: InChI=1S/C36H56O4/c1-5-7-15-29-17-11-9-13-25(3)20-28-23-33(39)36(34(40)24-28)30(16-8-6-2)18-12-10-14-26(4)19-27-21-31(37)35(29)32(38)22-27/h21-26,29-30,37-40H,5-20H2,1-4H3/t25-,26-,29-,30-/m0/s1
• InChI Key: AAGAYZNADYXWIQ-ATACATFBSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₄
• Molecular Weight: 552.80 g/mol
• Exact Mass: 552.41786026 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 12.80
• Atomic LogP (AlogP): 10.25
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• CHEMBL1224868
• (3S,8S,14S,19S)-8,19-dibutyl-3,14-dimethyltricyclo[18.2.2.29,12]hexacosa-1(22),9,11,20,23,25-hexaene-10,21,24,26-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.6775	67.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8008	80.08%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	-	0.5606	56.06%
CYP3A4 substrate	-	0.5454	54.54%
CYP2C9 substrate	-	0.5629	56.29%
CYP2D6 substrate	+	0.3808	38.08%
CYP3A4 inhibition	+	0.6189	61.89%
CYP2C9 inhibition	-	0.5383	53.83%
CYP2C19 inhibition	-	0.5407	54.07%
CYP2D6 inhibition	-	0.7073	70.73%
CYP1A2 inhibition	+	0.6829	68.29%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6465	64.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7434	74.34%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8709	87.09%
Skin irritation	-	0.6997	69.97%
Skin corrosion	-	0.6573	65.73%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8226	82.26%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.7437	74.37%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5581	55.81%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7034	70.34%
Acute Oral Toxicity (c)	III	0.6430	64.30%
Estrogen receptor binding	+	0.6975	69.75%
Androgen receptor binding	+	0.7915	79.15%
Thyroid receptor binding	-	0.5183	51.83%
Glucocorticoid receptor binding	+	0.6276	62.76%
Aromatase binding	-	0.4865	48.65%
PPAR gamma	+	0.6090	60.90%
Honey bee toxicity	-	0.9859	98.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7232	72.32%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

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	97.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.56%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.64%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.22%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.11%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.79%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.95%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11757351
• LOTUS: LTS0231449
• wikiData: Q104907883