2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,8-dimethylchromen-6-ol

Details

• Internal ID: 84ace699-d23d-4a32-9c87-1d7b27eec29b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,8-dimethylchromen-6-ol
• SMILES (Canonical): CC1=CC(=CC2=C1OC(C=C2)(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=CC2=C1OC(C=C2)(C)CC/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C22H30O2/c1-16(2)8-6-9-17(3)10-7-12-22(5)13-11-19-15-20(23)14-18(4)21(19)24-22/h8,10-11,13-15,23H,6-7,9,12H2,1-5H3/b17-10+
• InChI Key: YHSXZFQEBITFKT-LICLKQGHSA-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: 6.70
• 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	+	0.9962	99.62%
Caco-2	+	0.8090	80.90%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9046	90.46%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6638	66.38%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.6288	62.88%
CYP2C9 inhibition	-	0.7750	77.50%
CYP2C19 inhibition	+	0.5351	53.51%
CYP2D6 inhibition	-	0.8442	84.42%
CYP1A2 inhibition	-	0.5715	57.15%
CYP2C8 inhibition	+	0.6424	64.24%
CYP inhibitory promiscuity	-	0.5322	53.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7248	72.48%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.7863	78.63%
Skin irritation	-	0.7386	73.86%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9408	94.08%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5623	56.23%
skin sensitisation	+	0.4907	49.07%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4592	45.92%
Acute Oral Toxicity (c)	III	0.7687	76.87%
Estrogen receptor binding	+	0.8662	86.62%
Androgen receptor binding	-	0.6273	62.73%
Thyroid receptor binding	+	0.7624	76.24%
Glucocorticoid receptor binding	-	0.5311	53.11%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.8496	84.96%
Honey bee toxicity	-	0.8371	83.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	98.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.93%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.07%	83.57%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.07%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.33%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.30%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.83%	93.10%
CHEMBL2581	P07339	Cathepsin D	82.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Seseli farrenyi

Cross-Links

• PubChem: 101705722
• LOTUS: LTS0092372
• wikiData: Q105348604