5,17-Dihydroxy-13-oxahexacyclo[9.8.1.12,6.012,14.016,20.010,21]henicosa-1(20),2(21),3,5,8,16,18-heptaene-7,15-dione

Details

• Internal ID: dd1f215b-73e2-449c-9a7c-5d1096f4fe99
• Taxonomy: Benzenoids > Perylenequinones
• IUPAC Name: 5,17-dihydroxy-13-oxahexacyclo[9.8.1.12,6.012,14.016,20.010,21]henicosa-1(20),2(21),3,5,8,16,18-heptaene-7,15-dione
• SMILES (Canonical): C1=CC(=O)C2=C(C=CC3=C2C1C4C5C(O5)C(=O)C6=C(C=CC3=C46)O)O
• SMILES (Isomeric): C1=CC(=O)C2=C(C=CC3=C2C1C4C5C(O5)C(=O)C6=C(C=CC3=C46)O)O
• InChI: InChI=1S/C20H12O5/c21-10-4-1-7-8-2-5-12(23)17-14(8)15(19-20(25-19)18(17)24)9-3-6-11(22)16(10)13(7)9/h1-6,9,15,19-21,23H
• InChI Key: WJEBWULXGPDPBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₅
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.6996	69.96%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5803	58.03%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7534	75.34%
P-glycoprotein inhibitior	-	0.8180	81.80%
P-glycoprotein substrate	-	0.8728	87.28%
CYP3A4 substrate	+	0.5374	53.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.7471	74.71%
CYP2C9 inhibition	+	0.5860	58.60%
CYP2C19 inhibition	-	0.5365	53.65%
CYP2D6 inhibition	-	0.8563	85.63%
CYP1A2 inhibition	-	0.5582	55.82%
CYP2C8 inhibition	-	0.8461	84.61%
CYP inhibitory promiscuity	-	0.6241	62.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5361	53.61%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.7848	78.48%
Skin irritation	+	0.5571	55.71%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.8463	84.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8016	80.16%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6453	64.53%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8267	82.67%
Acute Oral Toxicity (c)	II	0.5583	55.83%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6896	68.96%
Thyroid receptor binding	-	0.6149	61.49%
Glucocorticoid receptor binding	+	0.6546	65.46%
Aromatase binding	-	0.7301	73.01%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	98.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.94%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.83%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.25%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	80.42%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585017
• LOTUS: LTS0201804
• wikiData: Q77380940