(1S)-1-(5-methoxy-2,2,8,8-tetramethylpyrano[3,2-g]chromen-10-yl)ethanol

Details

• Internal ID: 5f1f42f5-362f-491e-b8f8-c19b91072637
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (1S)-1-(5-methoxy-2,2,8,8-tetramethylpyrano[3,2-g]chromen-10-yl)ethanol
• SMILES (Canonical): CC(C1=C2C(=C(C3=C1OC(C=C3)(C)C)OC)C=CC(O2)(C)C)O
• SMILES (Isomeric): C[C@@H](C1=C2C(=C(C3=C1OC(C=C3)(C)C)OC)C=CC(O2)(C)C)O
• InChI: InChI=1S/C19H24O4/c1-11(20)14-16-12(7-9-18(2,3)22-16)15(21-6)13-8-10-19(4,5)23-17(13)14/h7-11,20H,1-6H3/t11-/m0/s1
• InChI Key: XBBSUECVVRRMFR-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• 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	+	0.9860	98.60%
Caco-2	+	0.7408	74.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6979	69.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6603	66.03%
P-glycoprotein inhibitior	-	0.7653	76.53%
P-glycoprotein substrate	-	0.8920	89.20%
CYP3A4 substrate	-	0.5299	52.99%
CYP2C9 substrate	-	0.6243	62.43%
CYP2D6 substrate	+	0.3649	36.49%
CYP3A4 inhibition	+	0.5537	55.37%
CYP2C9 inhibition	-	0.7748	77.48%
CYP2C19 inhibition	+	0.6571	65.71%
CYP2D6 inhibition	-	0.6751	67.51%
CYP1A2 inhibition	+	0.6329	63.29%
CYP2C8 inhibition	-	0.9073	90.73%
CYP inhibitory promiscuity	+	0.5900	59.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.4733	47.33%
Eye corrosion	-	0.9698	96.98%
Eye irritation	+	0.7709	77.09%
Skin irritation	-	0.7438	74.38%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7896	78.96%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.5267	52.67%
Estrogen receptor binding	+	0.8801	88.01%
Androgen receptor binding	-	0.6650	66.50%
Thyroid receptor binding	+	0.8475	84.75%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.6434	64.34%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8213	82.13%

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	95.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.75%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.21%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.52%	93.56%

Plants that contains it

• Acradenia euodiiformis

Cross-Links

• PubChem: 101281377
• LOTUS: LTS0018297
• wikiData: Q105324310