9,10-Dihydroxy-4a,8,10b-trimethyl-2,3,8,9,10,10a-hexahydrobenzo[f]chromen-1-one

Details

• Internal ID: 36622364-3697-4694-a8fe-3b4ccd10ff10
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 9,10-dihydroxy-4a,8,10b-trimethyl-2,3,8,9,10,10a-hexahydrobenzo[f]chromen-1-one
• InChI: InChI=1S/C16H22O4/c1-9-8-10-4-6-15(2)16(3,11(17)5-7-20-15)12(10)14(19)13(9)18/h4,6,8-9,12-14,18-19H,5,7H2,1-3H3
• InChI Key: OIHNLYQDQZSUTR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• 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	+	0.9651	96.51%
Caco-2	+	0.5961	59.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6653	66.53%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.8600	86.00%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	0.8135	81.35%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.8980	89.80%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8994	89.94%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	+	0.5233	52.33%
CYP2C8 inhibition	-	0.8731	87.31%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9751	97.51%
Skin irritation	-	0.5421	54.21%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7551	75.51%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.7683	76.83%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7215	72.15%
Acute Oral Toxicity (c)	III	0.6335	63.35%
Estrogen receptor binding	-	0.5237	52.37%
Androgen receptor binding	-	0.5185	51.85%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	-	0.4826	48.26%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	-	0.5887	58.87%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6871	68.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.18%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.01%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.70%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.42%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.49%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.45%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.39%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.04%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162880405
• LOTUS: LTS0039985
• wikiData: Q104193392