(2R,3R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,7-dimethyl-3,4-dihydrochromene-3,5-diol

Details

• Internal ID: d428294d-880b-40fc-a3f8-322b07b72259
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2R,3R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,7-dimethyl-3,4-dihydrochromene-3,5-diol
• SMILES (Canonical): CC1=CC(=C2CC(C(OC2=C1)(C)CCC=C(C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C[C@H]([C@@](OC2=C1)(C)CC/C=C(\C)/CCC=C(C)C)O)O
• InChI: InChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-22(5)21(24)14-18-19(23)12-17(4)13-20(18)25-22/h8,10,12-13,21,23-24H,6-7,9,11,14H2,1-5H3/b16-10+/t21-,22-/m1/s1
• InChI Key: OELJEAVRDMYCHY-NCSHIYJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.5547	55.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7004	70.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6367	63.67%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.7743	77.43%
CYP3A4 substrate	+	0.5766	57.66%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	+	0.5123	51.23%
CYP3A4 inhibition	-	0.7491	74.91%
CYP2C9 inhibition	-	0.7193	71.93%
CYP2C19 inhibition	+	0.5446	54.46%
CYP2D6 inhibition	-	0.8761	87.61%
CYP1A2 inhibition	+	0.5687	56.87%
CYP2C8 inhibition	-	0.5827	58.27%
CYP inhibitory promiscuity	-	0.6214	62.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6415	64.15%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.6528	65.28%
Androgen receptor binding	-	0.5157	51.57%
Thyroid receptor binding	+	0.7456	74.56%
Glucocorticoid receptor binding	+	0.5782	57.82%
Aromatase binding	+	0.7805	78.05%
PPAR gamma	+	0.8140	81.40%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.65%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.28%	92.08%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.99%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.31%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.03%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14190782
• LOTUS: LTS0243690
• wikiData: Q105190355