(20E)-17,21-dichloropentacyclo[20.2.2.110,14.115,19.02,7]octacosa-1(24),2(7),3,5,10(28),11,13,15,17,19(27),20,22,25-tridecaene-5,13,16,24-tetrol

Details

• Internal ID: 410d136c-056e-4e90-a2ec-16c7284ba1c5
• Taxonomy: Benzenoids > Phenols > Halophenols
• IUPAC Name: (20E)-17,21-dichloropentacyclo[20.2.2.110,14.115,19.02,7]octacosa-1(24),2(7),3,5,10(28),11,13,15,17,19(27),20,22,25-tridecaene-5,13,16,24-tetrol
• SMILES (Canonical): C1CC2=C(C=CC(=C2)O)C3=C(C=C(C=C3)C(=CC4=CC(=C(C(=C4)Cl)O)C5=C(C=CC1=C5)O)Cl)O
• SMILES (Isomeric): C1CC2=C(C=CC(=C2)O)C3=C(C=C(C=C3)/C(=C\C4=CC(=C(C(=C4)Cl)O)C5=C(C=CC1=C5)O)/Cl)O
• InChI: InChI=1S/C28H20Cl2O4/c29-24-11-16-10-23(28(34)25(30)12-16)22-9-15(2-8-26(22)32)1-3-17-13-19(31)5-7-20(17)21-6-4-18(24)14-27(21)33/h2,4-14,31-34H,1,3H2/b24-11+
• InChI Key: CKMYJCBTJCAETK-BHGWPJFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀Cl₂O₄
• Molecular Weight: 491.40 g/mol
• Exact Mass: 490.0738645 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.33
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.7474	74.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8391	83.91%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9823	98.23%
P-glycoprotein inhibitior	+	0.5937	59.37%
P-glycoprotein substrate	-	0.6493	64.93%
CYP3A4 substrate	+	0.6406	64.06%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.6794	67.94%
CYP3A4 inhibition	-	0.5455	54.55%
CYP2C9 inhibition	+	0.9148	91.48%
CYP2C19 inhibition	+	0.8476	84.76%
CYP2D6 inhibition	-	0.7784	77.84%
CYP1A2 inhibition	+	0.9237	92.37%
CYP2C8 inhibition	+	0.8087	80.87%
CYP inhibitory promiscuity	+	0.8275	82.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6203	62.03%
Carcinogenicity (trinary)	Non-required	0.5037	50.37%
Eye corrosion	-	0.9654	96.54%
Eye irritation	-	0.7671	76.71%
Skin irritation	+	0.5304	53.04%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8441	84.41%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5595	55.95%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6840	68.40%
Acute Oral Toxicity (c)	III	0.5688	56.88%
Estrogen receptor binding	+	0.9404	94.04%
Androgen receptor binding	+	0.9033	90.33%
Thyroid receptor binding	+	0.7349	73.49%
Glucocorticoid receptor binding	+	0.8692	86.92%
Aromatase binding	+	0.7469	74.69%
PPAR gamma	+	0.9553	95.53%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.27%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.19%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.60%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.12%	91.71%
CHEMBL206	P03372	Estrogen receptor alpha	88.75%	97.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.26%	95.78%
CHEMBL226	P30542	Adenosine A1 receptor	85.95%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.36%	90.71%
CHEMBL3194	P02766	Transthyretin	85.26%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.89%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.14%	94.00%
CHEMBL3438	Q05513	Protein kinase C zeta	83.50%	88.48%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.39%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.92%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.29%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	81.53%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	81.40%	91.00%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	80.90%	95.42%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.24%	95.34%

Plants that contains it

• Bazzania trilobata

Cross-Links

• PubChem: 101938849
• LOTUS: LTS0186882
• wikiData: Q104962538