(4aR,6aR,7R,10aS,10bR)-4a,7,10a-trimethyl-3-oxo-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-7-carboxylic acid

Details

• Internal ID: 24280aa4-9e0f-4919-af88-7efa86ecabb7
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (4aR,6aR,7R,10aS,10bR)-4a,7,10a-trimethyl-3-oxo-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-7-carboxylic acid
• InChI: InChI=1S/C17H26O4/c1-15-8-4-9-16(2,14(19)20)11(15)7-10-17(3)12(15)5-6-13(18)21-17/h11-12H,4-10H2,1-3H3,(H,19,20)/t11-,12-,15+,16-,17-/m1/s1
• InChI Key: WKIXMBFROJCSJA-GYRMQKGHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• 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	+	0.9527	95.27%
Caco-2	+	0.8852	88.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.5550	55.50%
P-glycoprotein inhibitior	-	0.7620	76.20%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.8402	84.02%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9721	97.21%
CYP1A2 inhibition	-	0.7927	79.27%
CYP2C8 inhibition	-	0.8533	85.33%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7387	73.87%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8513	85.13%
Skin irritation	-	0.5701	57.01%
Skin corrosion	-	0.8744	87.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5567	55.67%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5394	53.94%
Acute Oral Toxicity (c)	III	0.7141	71.41%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	-	0.5559	55.59%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	-	0.6337	63.37%
Honey bee toxicity	-	0.9562	95.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9398	93.98%

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	93.82%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.85%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.57%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.52%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.88%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%

Plants that contains it

• Salvia palaestina

Cross-Links

• PubChem: 162920145
• LOTUS: LTS0237663
• wikiData: Q105307368