(4aR,6aR,8R,10aS,10bR)-8-hydroxy-4a,7,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-one

Details

• Internal ID: 2a7bd379-199f-44f7-886d-159f0f10d579
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aR,6aR,8R,10aS,10bR)-8-hydroxy-4a,7,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-one
• InChI: InChI=1S/C17H28O3/c1-15(2)11-7-10-17(4)12(5-6-14(19)20-17)16(11,3)9-8-13(15)18/h11-13,18H,5-10H2,1-4H3/t11-,12+,13+,16-,17+/m0/s1
• InChI Key: DRTSTTGTLCEVIN-KSWINOGPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7926	79.26%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7863	78.63%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5906	59.06%
P-glycoprotein inhibitior	-	0.8724	87.24%
P-glycoprotein substrate	-	0.9560	95.60%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8601	86.01%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9683	96.83%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	-	0.9240	92.40%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.7311	73.11%
Skin irritation	+	0.5238	52.38%
Skin corrosion	-	0.8965	89.65%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5615	56.15%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6915	69.15%
skin sensitisation	-	0.6964	69.64%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6362	63.62%
Acute Oral Toxicity (c)	III	0.6764	67.64%
Estrogen receptor binding	+	0.5958	59.58%
Androgen receptor binding	-	0.6079	60.79%
Thyroid receptor binding	+	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6691	66.91%
Aromatase binding	-	0.5192	51.92%
PPAR gamma	-	0.6976	69.76%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9356	93.56%

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	93.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.46%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.40%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL1871	P10275	Androgen Receptor	83.57%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.67%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

• Salvia palaestina

Cross-Links

• PubChem: 162888524
• LOTUS: LTS0211147
• wikiData: Q104987646