3-[[7,8-Dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-4-formylhex-4-enoic acid

Details

• Internal ID: 52edd891-bf92-48d5-9814-1bff5da604a5
• Taxonomy: Organoheterocyclic compounds > Pyranodioxins
• IUPAC Name: 3-[[7,8-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-4-formylhex-4-enoic acid
• SMILES (Canonical): CC=C(C=O)C(CC1OCC2C(O1)C(C(C(O2)OCCC3=CC=C(C=C3)O)O)O)CC(=O)O
• SMILES (Isomeric): CC=C(C=O)C(CC1OCC2C(O1)C(C(C(O2)OCCC3=CC=C(C=C3)O)O)O)CC(=O)O
• InChI: InChI=1S/C23H30O10/c1-2-14(11-24)15(9-18(26)27)10-19-31-12-17-22(33-19)20(28)21(29)23(32-17)30-8-7-13-3-5-16(25)6-4-13/h2-6,11,15,17,19-23,25,28-29H,7-10,12H2,1H3,(H,26,27)
• InChI Key: NBPQOQHFVOITGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₀
• Molecular Weight: 466.50 g/mol
• Exact Mass: 466.18389715 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6933	69.33%
Caco-2	-	0.8243	82.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8608	86.08%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5942	59.42%
P-glycoprotein substrate	+	0.5354	53.54%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8108	81.08%
CYP2C19 inhibition	-	0.6641	66.41%
CYP2D6 inhibition	-	0.8582	85.82%
CYP1A2 inhibition	-	0.6122	61.22%
CYP2C8 inhibition	+	0.6246	62.46%
CYP inhibitory promiscuity	-	0.8091	80.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4813	48.13%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9408	94.08%
Skin irritation	-	0.7626	76.26%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4552	45.52%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7120	71.20%
Acute Oral Toxicity (c)	III	0.6068	60.68%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	-	0.4926	49.26%
Thyroid receptor binding	-	0.5166	51.66%
Glucocorticoid receptor binding	+	0.6819	68.19%
Aromatase binding	+	0.6229	62.29%
PPAR gamma	+	0.5957	59.57%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	97.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.40%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.37%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.44%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.40%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.77%	97.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.89%	91.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.21%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.79%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.37%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.49%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.34%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.05%	94.00%

Plants that contains it

• Ilex pubescens

Cross-Links

• PubChem: 162891205
• LOTUS: LTS0220954
• wikiData: Q105176905