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

Details

• Internal ID: 80f8ea24-de6b-420a-a6c2-6d7c4fcf0180
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2-methylchromen-6-ol
• SMILES (Canonical): CC(=CCCC(=CCCC1(C=CC2=C(O1)C=CC(=C2)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC[C@@]1(C=CC2=C(O1)C=CC(=C2)O)C)/C)C
• InChI: InChI=1S/C21H28O2/c1-16(2)7-5-8-17(3)9-6-13-21(4)14-12-18-15-19(22)10-11-20(18)23-21/h7,9-12,14-15,22H,5-6,8,13H2,1-4H3/b17-9+/t21-/m1/s1
• InChI Key: GOXAZZYTVOQEFH-DDPFVEHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.208930132 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.03
• 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	+	0.7591	75.91%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8028	80.28%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8763	87.63%
P-glycoprotein inhibitior	-	0.5855	58.55%
P-glycoprotein substrate	-	0.6374	63.74%
CYP3A4 substrate	+	0.5923	59.23%
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	+	0.6189	61.89%
CYP inhibitory promiscuity	-	0.5322	53.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7248	72.48%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8116	81.16%
Skin irritation	-	0.7386	73.86%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8432	84.32%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5675	56.75%
skin sensitisation	+	0.4907	49.07%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5630	56.30%
Acute Oral Toxicity (c)	III	0.7687	76.87%
Estrogen receptor binding	+	0.8578	85.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7200	72.00%
Glucocorticoid receptor binding	-	0.5915	59.15%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.8911	89.11%
Honey bee toxicity	-	0.8764	87.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
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	99.16%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.97%	83.57%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.32%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	94.65%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.53%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.35%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL240	Q12809	HERG	80.81%	89.76%

Plants that contains it

• Pteris denticulata

Cross-Links

• PubChem: 11266965
• LOTUS: LTS0196253
• wikiData: Q105014682