8-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,2,7-trimethylchromen-5-ol

Details

• Internal ID: ba9c7de6-6435-4965-9afd-4501a0601b6d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 8-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,2,7-trimethylchromen-5-ol
• SMILES (Canonical): CC1=CC(=C2C=CC(OC2=C1CC=C(C)CCC=C(C)C)(C)C)O
• SMILES (Isomeric): CC1=CC(=C2C=CC(OC2=C1C/C=C(\C)/CCC=C(C)C)(C)C)O
• InChI: InChI=1S/C22H30O2/c1-15(2)8-7-9-16(3)10-11-18-17(4)14-20(23)19-12-13-22(5,6)24-21(18)19/h8,10,12-14,23H,7,9,11H2,1-6H3/b16-10+
• InChI Key: FBTFUGPYAYRHHG-MHWRWJLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₂
• Molecular Weight: 326.50 g/mol
• Exact Mass: 326.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.12
• H-Bond Acceptor: 2
• 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	+	0.9955	99.55%
Caco-2	+	0.8490	84.90%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7948	79.48%
P-glycoprotein inhibitior	-	0.6013	60.13%
P-glycoprotein substrate	-	0.7767	77.67%
CYP3A4 substrate	+	0.5478	54.78%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.7736	77.36%
CYP2C9 inhibition	-	0.6712	67.12%
CYP2C19 inhibition	+	0.5893	58.93%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	+	0.6846	68.46%
CYP2C8 inhibition	-	0.5847	58.47%
CYP inhibitory promiscuity	+	0.6158	61.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7281	72.81%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.5340	53.40%
Skin irritation	-	0.7255	72.55%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7920	79.20%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.5546	55.46%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8990	89.90%
Androgen receptor binding	+	0.5864	58.64%
Thyroid receptor binding	+	0.7868	78.68%
Glucocorticoid receptor binding	+	0.7674	76.74%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.9232	92.32%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.22%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.82%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	95.87%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.70%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.33%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.44%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.37%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.90%	92.08%

Plants that contains it

• Peperomia oreophila
• Peperomia serpens

Cross-Links

• PubChem: 16091956
• LOTUS: LTS0013317
• wikiData: Q104992938