(6R,8S)-5,10-dihydroxy-6,8-dimethyl-8,9-dihydro-6H-[1,3]benzodioxolo[6,5-g]isochromene-4,11-dione

Details

• Internal ID: 828bdb15-be43-49d8-af08-0939c81b1ff1
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (6R,8S)-5,10-dihydroxy-6,8-dimethyl-8,9-dihydro-6H-[1,3]benzodioxolo[6,5-g]isochromene-4,11-dione
• InChI: InChI=1S/C16H14O7/c1-5-3-7-8(6(2)23-5)12(18)10-9(11(7)17)13(19)15-16(14(10)20)22-4-21-15/h5-6,17-18H,3-4H2,1-2H3/t5-,6+/m0/s1
• InChI Key: NAVDLOJIXIJRCM-NTSWFWBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.6456	64.56%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8664	86.64%
P-glycoprotein inhibitior	-	0.7511	75.11%
P-glycoprotein substrate	-	0.8972	89.72%
CYP3A4 substrate	-	0.5353	53.53%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	+	0.5445	54.45%
CYP2C9 inhibition	+	0.6606	66.06%
CYP2C19 inhibition	-	0.5574	55.74%
CYP2D6 inhibition	-	0.7871	78.71%
CYP1A2 inhibition	-	0.5476	54.76%
CYP2C8 inhibition	-	0.9559	95.59%
CYP inhibitory promiscuity	-	0.5765	57.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4614	46.14%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.5994	59.94%
Skin irritation	-	0.7261	72.61%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	+	0.7072	70.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.6689	66.89%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4868	48.68%
Acute Oral Toxicity (c)	I	0.4028	40.28%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	+	0.5288	52.88%
Thyroid receptor binding	-	0.6676	66.76%
Glucocorticoid receptor binding	+	0.8690	86.90%
Aromatase binding	-	0.5399	53.99%
PPAR gamma	+	0.6770	67.70%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9693	96.93%

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	97.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.63%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.22%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.18%	86.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.65%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.50%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.87%	100.00%

Plants that contains it

• Ventilago goughii
• Ventilago vitiensis

Cross-Links

• PubChem: 15108774
• LOTUS: LTS0121972
• wikiData: Q105176555