14-Methyl-3,12-dioxahexacyclo[16.3.1.04,21.05,10.011,20.015,19]docosa-5(10),7-diene-2,6,9-trione

Details

• Internal ID: 34b0920f-6dbd-4ca6-9428-8f6c6b3d8fea
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 14-methyl-3,12-dioxahexacyclo[16.3.1.04,21.05,10.011,20.015,19]docosa-5(10),7-diene-2,6,9-trione
• InChI: InChI=1S/C21H22O5/c1-8-7-25-19-16-12(22)4-5-13(23)17(16)20-15-11(21(24)26-20)6-9-2-3-10(8)14(9)18(15)19/h4-5,8-11,14-15,18-20H,2-3,6-7H2,1H3
• InChI Key: SBDBJWBHRZQCQD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL1976986
• DTXSID30930780
• NCI60_003753
• 10-Methyl-6a,7,7a,8,9,9a,9b,9c,9d,10,11,12a-dodecahydrobenzo[6,7][1]benzofuro[3,4,5-ijk]cyclopenta[ef][2]benzoxepine-1,4,6(4bH)-trione
• 2H-5,3',2':4,10]anthra[9,1-bc]oxepin-2,9,12-trione, 2a,3,4,4a,5,6,7,8a,12b,12c-decahydro-6-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.5822	58.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7255	72.55%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7793	77.93%
P-glycoprotein inhibitior	-	0.5887	58.87%
P-glycoprotein substrate	-	0.6972	69.72%
CYP3A4 substrate	+	0.5845	58.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8986	89.86%
CYP3A4 inhibition	-	0.8439	84.39%
CYP2C9 inhibition	-	0.6812	68.12%
CYP2C19 inhibition	-	0.7851	78.51%
CYP2D6 inhibition	-	0.8085	80.85%
CYP1A2 inhibition	+	0.6044	60.44%
CYP2C8 inhibition	-	0.7104	71.04%
CYP inhibitory promiscuity	-	0.7848	78.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5550	55.50%
Eye corrosion	-	0.9365	93.65%
Eye irritation	-	0.8032	80.32%
Skin irritation	-	0.6074	60.74%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.5440	54.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6221	62.21%
Acute Oral Toxicity (c)	III	0.4917	49.17%
Estrogen receptor binding	+	0.7209	72.09%
Androgen receptor binding	+	0.7705	77.05%
Thyroid receptor binding	-	0.7193	71.93%
Glucocorticoid receptor binding	+	0.5726	57.26%
Aromatase binding	-	0.6241	62.41%
PPAR gamma	+	0.6120	61.20%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL3974	P25116	Proteinase-activated receptor 1	86.97%	97.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.81%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.56%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.06%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 344218
• LOTUS: LTS0089667
• wikiData: Q105249326