(R)-(+)-8-hydroxy-7-O-methyltrypethelone

Details

• Internal ID: 8bee8f83-a45a-4110-9eaf-4cdb334ce3e0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-6-hydroxy-7-methoxy-2,3,3,9-tetramethyl-2H-benzo[g][1]benzofuran-4,5-dione
• InChI: InChI=1S/C17H18O5/c1-7-6-9(21-5)13(18)11-10(7)16-12(15(20)14(11)19)17(3,4)8(2)22-16/h6,8,18H,1-5H3/t8-/m1/s1
• InChI Key: GWJWAUGUUGLWDQ-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6629	66.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8060	80.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7094	70.94%
P-glycoprotein inhibitior	-	0.7983	79.83%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.5819	58.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.5279	52.79%
CYP2C9 inhibition	+	0.6620	66.20%
CYP2C19 inhibition	+	0.5619	56.19%
CYP2D6 inhibition	-	0.8131	81.31%
CYP1A2 inhibition	+	0.7259	72.59%
CYP2C8 inhibition	-	0.7091	70.91%
CYP inhibitory promiscuity	+	0.8208	82.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.5105	51.05%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.7769	77.69%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6900	69.00%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.7178	71.78%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4802	48.02%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.8478	84.78%
Androgen receptor binding	-	0.5500	55.00%
Thyroid receptor binding	-	0.5491	54.91%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.6811	68.11%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	97.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.58%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.15%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.21%	99.15%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.84%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.65%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	82.19%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.48%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.52%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.39%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132608011
• LOTUS: LTS0253060
• wikiData: Q77479399