(1S,2R,3S,5S,18R,20S)-1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.12,7.03,5.016,21.018,20.011,22]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione

Details

• Internal ID: 3e19dd70-a3d3-4559-bf4e-ed5ffb4d4549
• Taxonomy: Benzenoids > Perylenequinones
• IUPAC Name: (1S,2R,3S,5S,18R,20S)-1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.12,7.03,5.016,21.018,20.011,22]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione
• InChI: InChI=1S/C20H12O7/c21-7-3-1-5-6-2-4-8(22)11-12(6)20(25,19-18(27-19)15(11)24)13-9(5)10(7)14(23)17-16(13)26-17/h1-4,13,16-19,21-22,25H/t13-,16+,17-,18+,19+,20-/m1/s1
• InChI Key: PPGUIYZCPWDASR-GWYOWVGZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₇
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.05830272 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	-	0.7570	75.70%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7065	70.65%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8089	80.89%
P-glycoprotein inhibitior	-	0.7554	75.54%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.8320	83.20%
CYP2C9 inhibition	-	0.6925	69.25%
CYP2C19 inhibition	-	0.7679	76.79%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.8133	81.33%
CYP2C8 inhibition	-	0.7700	77.00%
CYP inhibitory promiscuity	-	0.8622	86.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.6224	62.24%
Skin irritation	-	0.5144	51.44%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	+	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9078	90.78%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7478	74.78%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8087	80.87%
Acute Oral Toxicity (c)	III	0.4640	46.40%
Estrogen receptor binding	+	0.6670	66.70%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	-	0.6047	60.47%
Glucocorticoid receptor binding	+	0.7149	71.49%
Aromatase binding	-	0.6442	64.42%
PPAR gamma	+	0.7364	73.64%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9272	92.72%

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	98.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.00%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.58%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	85.30%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.01%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.41%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162934950
• LOTUS: LTS0025562
• wikiData: Q105212889