(7aR,9R)-3,5,7a-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-9H-phenaleno[1,2-b]furan-4,6,7-trione

Details

• Internal ID: cfe6dd3f-501a-4c14-abac-1c20ea4a3e09
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (7aR,9R)-3,5,7a-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-9H-phenaleno[1,2-b]furan-4,6,7-trione
• InChI: InChI=1S/C22H22O8/c1-8-6-11(24)13-14-12(8)19-22(29,20(4,5)10(3)30-19)18(27)15(14)17(26)21(28,16(13)25)7-9(2)23/h6,10,24,28-29H,7H2,1-5H3/t10-,21?,22+/m1/s1
• InChI Key: JTTZHLULDJWTKM-NYIRCUOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.13146766 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.5119	51.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7503	75.03%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	-	0.7126	71.26%
P-glycoprotein substrate	-	0.6885	68.85%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7896	78.96%
CYP2C9 inhibition	+	0.7250	72.50%
CYP2C19 inhibition	-	0.5429	54.29%
CYP2D6 inhibition	-	0.7910	79.10%
CYP1A2 inhibition	+	0.5900	59.00%
CYP2C8 inhibition	-	0.6775	67.75%
CYP inhibitory promiscuity	+	0.6819	68.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4096	40.96%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.7558	75.58%
Skin irritation	-	0.6615	66.15%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6799	67.99%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6461	64.61%
skin sensitisation	-	0.5947	59.47%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4503	45.03%
Acute Oral Toxicity (c)	III	0.4286	42.86%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.6932	69.32%
Thyroid receptor binding	-	0.4901	49.01%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	+	0.7202	72.02%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9875	98.75%

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	98.55%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.05%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.92%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.54%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.47%	94.80%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.47%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.76%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.26%	86.00%
CHEMBL3401	O75469	Pregnane X receptor	83.31%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.59%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.28%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682912
• LOTUS: LTS0062639
• wikiData: Q105134999