(4S,4aR,10R,10aR)-4,10-dihydroxy-2,2-dimethyl-4,4a,10,10a-tetrahydro-3H-benzo[g]chromen-5-one

Details

• Internal ID: 68e9df58-390f-4244-ad69-dd35afaf95cd
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4S,4aR,10R,10aR)-4,10-dihydroxy-2,2-dimethyl-4,4a,10,10a-tetrahydro-3H-benzo[g]chromen-5-one
• InChI: InChI=1S/C15H18O4/c1-15(2)7-10(16)11-12(17)8-5-3-4-6-9(8)13(18)14(11)19-15/h3-6,10-11,13-14,16,18H,7H2,1-2H3/t10-,11-,13+,14+/m0/s1
• InChI Key: QSWYLDYQGGURJS-CDGCEXEKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.46
• 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	+	0.9834	98.34%
Caco-2	+	0.6597	65.97%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6655	66.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8438	84.38%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.8197	81.97%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	0.7760	77.60%
CYP2D6 substrate	-	0.7832	78.32%
CYP3A4 inhibition	-	0.7683	76.83%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.7551	75.51%
CYP2D6 inhibition	-	0.7592	75.92%
CYP1A2 inhibition	+	0.5938	59.38%
CYP2C8 inhibition	-	0.8707	87.07%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7889	78.89%
Skin irritation	-	0.6890	68.90%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6940	69.40%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6013	60.13%
skin sensitisation	-	0.6971	69.71%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7816	78.16%
Acute Oral Toxicity (c)	III	0.7254	72.54%
Estrogen receptor binding	+	0.5642	56.42%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	-	0.5145	51.45%
Glucocorticoid receptor binding	-	0.6338	63.38%
Aromatase binding	-	0.7273	72.73%
PPAR gamma	-	0.5057	50.57%
Honey bee toxicity	-	0.8395	83.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.3738	37.38%

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	97.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.23%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.82%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.48%	85.14%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.03%	95.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.75%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	81.50%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.25%	97.09%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 10332913
• NPASS: NPC262819
• LOTUS: LTS0024258
• wikiData: Q105227480