6,6',9'-Trinor-bipenicilisorin

Details

• Internal ID: f8c5745d-5d73-40fb-9d1f-f71f918f1828
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 7-(6,8-dihydroxy-3-methoxycarbonyl-1-oxoisochromen-7-yl)-6,8-dihydroxy-1-oxoisochromene-3-carboxylic acid
• SMILES (Canonical): COC(=O)C1=CC2=CC(=C(C(=C2C(=O)O1)O)C3=C(C=C4C=C(OC(=O)C4=C3O)C(=O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC2=CC(=C(C(=C2C(=O)O1)O)C3=C(C=C4C=C(OC(=O)C4=C3O)C(=O)O)O)O
• InChI: InChI=1S/C21H12O12/c1-31-19(28)11-5-7-3-9(23)15(17(25)13(7)21(30)33-11)14-8(22)2-6-4-10(18(26)27)32-20(29)12(6)16(14)24/h2-5,22-25H,1H3,(H,26,27)
• InChI Key: CMWOSNSYDRYJOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₂O₁₂
• Molecular Weight: 456.30 g/mol
• Exact Mass: 456.03287581 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8585	85.85%
Caco-2	-	0.7915	79.15%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6832	68.32%
OATP2B1 inhibitior	-	0.5546	55.46%
OATP1B1 inhibitior	+	0.7813	78.13%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4631	46.31%
P-glycoprotein inhibitior	-	0.5450	54.50%
P-glycoprotein substrate	-	0.8971	89.71%
CYP3A4 substrate	-	0.5288	52.88%
CYP2C9 substrate	+	0.6206	62.06%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.7183	71.83%
CYP2C9 inhibition	-	0.5385	53.85%
CYP2C19 inhibition	-	0.7362	73.62%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.6624	66.24%
CYP2C8 inhibition	-	0.6627	66.27%
CYP inhibitory promiscuity	-	0.6014	60.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.6052	60.52%
Skin irritation	-	0.6704	67.04%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6617	66.17%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.6618	66.18%
Estrogen receptor binding	+	0.8680	86.80%
Androgen receptor binding	+	0.7219	72.19%
Thyroid receptor binding	-	0.5969	59.69%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.8122	81.22%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9104	91.04%

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	98.46%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	94.17%	94.42%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.61%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.65%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.76%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	82.78%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.90%	81.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.02%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683955
• LOTUS: LTS0151230
• wikiData: Q104965301