7-[[(1S,4aS,6S,8aR)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-6,8-dimethoxychromen-2-one

Details

• Internal ID: c8166a8e-a445-40dc-847b-da7f88a2150a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(1S,4aS,6S,8aR)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-6,8-dimethoxychromen-2-one
• SMILES (Canonical): CC1=CCC2C(C(CCC2(C1COC3=C(C=C4C=CC(=O)OC4=C3OC)OC)C)O)(C)C
• SMILES (Isomeric): CC1=CC[C@H]2[C@]([C@H]1COC3=C(C=C4C=CC(=O)OC4=C3OC)OC)(CC[C@@H](C2(C)C)O)C
• InChI: InChI=1S/C26H34O6/c1-15-7-9-19-25(2,3)20(27)11-12-26(19,4)17(15)14-31-23-18(29-5)13-16-8-10-21(28)32-22(16)24(23)30-6/h7-8,10,13,17,19-20,27H,9,11-12,14H2,1-6H3/t17-,19+,20-,26-/m0/s1
• InChI Key: KGVZBKUYBZGQCZ-FGFYRLLUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.23553880 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.5108	51.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8353	83.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.8744	87.44%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.7883	78.83%
P-glycoprotein substrate	-	0.6911	69.11%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8040	80.40%
CYP3A4 inhibition	-	0.6597	65.97%
CYP2C9 inhibition	+	0.5256	52.56%
CYP2C19 inhibition	+	0.7365	73.65%
CYP2D6 inhibition	-	0.8700	87.00%
CYP1A2 inhibition	+	0.8639	86.39%
CYP2C8 inhibition	+	0.6296	62.96%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7126	71.26%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8709	87.09%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6149	61.49%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9254	92.54%
Acute Oral Toxicity (c)	III	0.3871	38.71%
Estrogen receptor binding	+	0.8895	88.95%
Androgen receptor binding	+	0.7297	72.97%
Thyroid receptor binding	+	0.7199	71.99%
Glucocorticoid receptor binding	+	0.8497	84.97%
Aromatase binding	+	0.7433	74.33%
PPAR gamma	+	0.8113	81.13%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.02%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.15%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.33%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.49%	93.99%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.28%	85.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.91%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL1871	P10275	Androgen Receptor	88.77%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.50%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.18%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.16%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.65%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.71%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.35%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.45%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.33%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.99%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.64%	100.00%

Plants that contains it

• Achillea pseudopectinata

Cross-Links

• PubChem: 163186927
• LOTUS: LTS0256586
• wikiData: Q105140997