2-(4,8-Dimethylnona-3,7-dienyl)-2,7-dimethylchromen-5-ol

Details

• Internal ID: 4da6410d-e8df-4d9a-aef0-4f3fe43e70f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-(4,8-dimethylnona-3,7-dienyl)-2,7-dimethylchromen-5-ol
• SMILES (Canonical): CC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)CCC=C(C)C)O
• InChI: InChI=1S/C22H30O2/c1-16(2)8-6-9-17(3)10-7-12-22(5)13-11-19-20(23)14-18(4)15-21(19)24-22/h8,10-11,13-15,23H,6-7,9,12H2,1-5H3
• InChI Key: WQOSNKWCIQZRGH-UHFFFAOYSA-N
• Popularity: 4 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: 6.70
• Atomic LogP (AlogP): 6.34
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7892	78.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5402	54.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8568	85.68%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8209	82.09%
P-glycoprotein inhibitior	-	0.5222	52.22%
P-glycoprotein substrate	-	0.7758	77.58%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	-	0.7451	74.51%
CYP2C19 inhibition	+	0.5736	57.36%
CYP2D6 inhibition	-	0.8589	85.89%
CYP1A2 inhibition	+	0.5280	52.80%
CYP2C8 inhibition	-	0.5730	57.30%
CYP inhibitory promiscuity	-	0.5516	55.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7432	74.32%
Skin irritation	-	0.7391	73.91%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6244	62.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7513	75.13%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5490	54.90%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.7702	77.02%
Estrogen receptor binding	+	0.7296	72.96%
Androgen receptor binding	-	0.5554	55.54%
Thyroid receptor binding	+	0.7593	75.93%
Glucocorticoid receptor binding	-	0.5345	53.45%
Aromatase binding	+	0.7534	75.34%
PPAR gamma	+	0.8744	87.44%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9768	97.68%

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	98.98%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.80%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.99%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.95%	92.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.37%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.68%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.92%	85.14%

Plants that contains it

• Rhododendron dauricum

Cross-Links

• PubChem: 75109426
• LOTUS: LTS0008978
• wikiData: Q105310894