(4S)-4,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.12,6.015,19.010,20]icosa-1(19),2(20),6,8,10,12,14,17-octaene-4-carboxylic acid

Details

• Internal ID: 055ef280-f23a-41a7-91f1-d4546c26a687
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: (4S)-4,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.12,6.015,19.010,20]icosa-1(19),2(20),6,8,10,12,14,17-octaene-4-carboxylic acid
• InChI: InChI=1S/C20H12O7/c21-12-4-1-8-9-3-6-14(23)18-16(9)11(7-20(26,27-18)19(24)25)10-2-5-13(22)17(12)15(8)10/h1-6,21,23,26H,7H2,(H,24,25)/t20-/m0/s1
• InChI Key: XVJPOZBUOYPLTL-FQEVSTJZSA-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): 124.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9044	90.44%
Caco-2	-	0.9011	90.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6003	60.03%
OATP2B1 inhibitior	-	0.6978	69.78%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5567	55.67%
P-glycoprotein inhibitior	-	0.8991	89.91%
P-glycoprotein substrate	-	0.7885	78.85%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8238	82.38%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	-	0.6432	64.32%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.8749	87.49%
Skin irritation	-	0.6162	61.62%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.6230	62.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.8724	87.24%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7075	70.75%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7834	78.34%
Acute Oral Toxicity (c)	II	0.3754	37.54%
Estrogen receptor binding	+	0.7572	75.72%
Androgen receptor binding	+	0.7794	77.94%
Thyroid receptor binding	-	0.6071	60.71%
Glucocorticoid receptor binding	+	0.8178	81.78%
Aromatase binding	-	0.4923	49.23%
PPAR gamma	+	0.8249	82.49%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9333	93.33%

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	99.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.82%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.43%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.83%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.45%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.23%	85.30%
CHEMBL4208	P20618	Proteasome component C5	87.53%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.36%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.52%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162929390
• LOTUS: LTS0206213
• wikiData: Q105342930