1,5,7-Trihydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-3,16-dione

Details

• Internal ID: 5df6c3d3-b06e-4801-99a7-957949b309eb
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 1,5,7-trihydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-3,16-dione
• SMILES (Canonical): CC1(C(CC(=O)C2(C1(CCC3(C2(CC4=C(O3)C=C(OC4=O)C5=CC=C(C=C5)OC)O)C)O)C)O)C
• SMILES (Isomeric): CC1(C(CC(=O)C2(C1(CCC3(C2(CC4=C(O3)C=C(OC4=O)C5=CC=C(C=C5)OC)O)C)O)C)O)C
• InChI: InChI=1S/C27H32O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20,28,31-32H,10-11,13-14H2,1-5H3
• InChI Key: OQZMMSBLGYHONG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.20971797 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9121	91.21%
Caco-2	-	0.7157	71.57%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.8442	84.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.6732	67.32%
P-glycoprotein substrate	-	0.6376	63.76%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.6344	63.44%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.8940	89.40%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.6806	68.06%
CYP2C8 inhibition	+	0.5574	55.74%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6454	64.54%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8374	83.74%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6175	61.75%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	II	0.3182	31.82%
Estrogen receptor binding	+	0.8426	84.26%
Androgen receptor binding	+	0.8089	80.89%
Thyroid receptor binding	+	0.7165	71.65%
Glucocorticoid receptor binding	+	0.8218	82.18%
Aromatase binding	+	0.8243	82.43%
PPAR gamma	+	0.6556	65.56%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	98.18%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.43%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.98%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	86.85%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.45%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.54%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.52%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.51%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.13%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.13%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	83.30%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.96%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.23%	96.95%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.15%	95.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814115
• LOTUS: LTS0168399
• wikiData: Q105197335