(1S,2R,4R,5R,10S,14S,17R)-5-[(2R)-1-hydroxypropan-2-yl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadeca-8,12-diene-7,15-dione

Details

• Internal ID: 0b45d6dc-0c0a-4143-b9dc-7a2b6f8d6339
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,4R,5R,10S,14S,17R)-5-[(2R)-1-hydroxypropan-2-yl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadeca-8,12-diene-7,15-dione
• InChI: InChI=1S/C19H22O6/c1-9(8-20)14-19-10(7-11(21)23-14)17(2)5-4-6-18(3)13(17)12(15(19)25-19)24-16(18)22/h4,6-7,9,12-15,20H,5,8H2,1-3H3/t9-,12+,13-,14-,15-,17-,18+,19-/m1/s1
• InChI Key: NKOJSPXFEJGWKH-YFQWHVQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	-	0.5542	55.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6900	69.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6814	68.14%
P-glycoprotein inhibitior	-	0.5537	55.37%
P-glycoprotein substrate	-	0.5735	57.35%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.7175	71.75%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.7902	79.02%
CYP2C8 inhibition	-	0.7711	77.11%
CYP inhibitory promiscuity	-	0.7949	79.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4684	46.84%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9707	97.07%
Skin irritation	-	0.6125	61.25%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7355	73.55%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7639	76.39%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6607	66.07%
Acute Oral Toxicity (c)	I	0.3994	39.94%
Estrogen receptor binding	+	0.6903	69.03%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.5273	52.73%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	+	0.5692	56.92%
PPAR gamma	+	0.6071	60.71%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9239	92.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.67%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.01%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.63%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.67%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	80.18%	94.75%

Plants that contains it

• Nageia nagi

Cross-Links

• PubChem: 162971316
• LOTUS: LTS0165130
• wikiData: Q105180682