Sphenone A

Details

• Internal ID: 04e8e611-df8d-4d55-9717-d0d88d746626
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 3,6,7-trimethoxyphenanthrene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C3=CC(=C(C=C3C=C2)OC)OC
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C3=CC(=C(C=C3C=C2)OC)OC
• InChI: InChI=1S/C17H14O5/c1-20-13-6-9-4-5-10-12(18)8-15(22-3)17(19)16(10)11(9)7-14(13)21-2/h4-8H,1-3H3
• InChI Key: RXABOWCWKRQBFP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL469028

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.9266	92.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7340	73.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5904	59.04%
P-glycoprotein inhibitior	-	0.5282	52.82%
P-glycoprotein substrate	-	0.7473	74.73%
CYP3A4 substrate	-	0.5407	54.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7741	77.41%
CYP3A4 inhibition	+	0.6889	68.89%
CYP2C9 inhibition	-	0.8674	86.74%
CYP2C19 inhibition	-	0.6077	60.77%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	+	0.9518	95.18%
CYP2C8 inhibition	+	0.5535	55.35%
CYP inhibitory promiscuity	+	0.7922	79.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9138	91.38%
Carcinogenicity (trinary)	Non-required	0.5050	50.50%
Eye corrosion	-	0.9868	98.68%
Eye irritation	+	0.7764	77.64%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8095	80.95%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6066	60.66%
Acute Oral Toxicity (c)	II	0.5569	55.69%
Estrogen receptor binding	+	0.8917	89.17%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	+	0.7305	73.05%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.5993	59.93%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.00%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	92.27%	93.31%
CHEMBL2535	P11166	Glucose transporter	91.49%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.79%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.65%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.53%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.34%	94.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.92%	92.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.11%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	84.55%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.53%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.42%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.19%	89.00%

Plants that contains it

• Odontosoria biflora

Cross-Links

• PubChem: 21593740
• LOTUS: LTS0251132
• wikiData: Q105246868