2-(1,4-dihydroxybutan-2-yl)-1-hydroxy-6a-(hydroxymethyl)-7,10b-dimethyl-2,4a,5,6,7,10a-hexahydro-1H-benzo[f]isochromene-4,10-dione

Details

• Internal ID: a7c05e15-0375-4743-ab02-db4504996988
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2-(1,4-dihydroxybutan-2-yl)-1-hydroxy-6a-(hydroxymethyl)-7,10b-dimethyl-2,4a,5,6,7,10a-hexahydro-1H-benzo[f]isochromene-4,10-dione
• InChI: InChI=1S/C20H30O7/c1-11-3-4-14(24)16-19(2)13(5-7-20(11,16)10-23)18(26)27-15(17(19)25)12(9-22)6-8-21/h3-4,11-13,15-17,21-23,25H,5-10H2,1-2H3
• InChI Key: FSZBMAIGZPEMFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.19915329 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8133	81.33%
Caco-2	-	0.6935	69.35%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7923	79.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6921	69.21%
BSEP inhibitior	-	0.7088	70.88%
P-glycoprotein inhibitior	-	0.8556	85.56%
P-glycoprotein substrate	-	0.5172	51.72%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9089	90.89%
CYP3A4 inhibition	-	0.7263	72.63%
CYP2C9 inhibition	-	0.9402	94.02%
CYP2C19 inhibition	-	0.9154	91.54%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.8869	88.69%
CYP2C8 inhibition	-	0.8700	87.00%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.6588	65.88%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5166	51.66%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5124	51.24%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5990	59.90%
Acute Oral Toxicity (c)	III	0.5838	58.38%
Estrogen receptor binding	+	0.6329	63.29%
Androgen receptor binding	+	0.6592	65.92%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.6346	63.46%
Aromatase binding	-	0.5054	50.54%
PPAR gamma	-	0.6208	62.08%
Honey bee toxicity	-	0.8705	87.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7528	75.28%

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	96.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.19%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.59%	98.46%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.48%	82.69%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 162920594
• LOTUS: LTS0185194
• wikiData: Q105000927