(2R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2-methylpyrano[3,2-c]chromen-5-one

Details

• Internal ID: e63bc33e-d7a5-4f33-b69a-d539bb28decd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2-methylpyrano[3,2-c]chromen-5-one
• SMILES (Canonical): CC(=CCCC(=CCCC1(C=CC2=C(O1)C3=CC=CC=C3OC2=O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC[C@@]1(C=CC2=C(O1)C3=CC=CC=C3OC2=O)C)/C)C
• InChI: InChI=1S/C24H28O3/c1-17(2)9-7-10-18(3)11-8-15-24(4)16-14-20-22(27-24)19-12-5-6-13-21(19)26-23(20)25/h5-6,9,11-14,16H,7-8,10,15H2,1-4H3/b18-11+/t24-/m1/s1
• InChI Key: JQLNFODDCYXPCO-CNAUTRJHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.43
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5489	54.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7395	73.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7829	78.29%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9785	97.85%
P-glycoprotein inhibitior	+	0.8606	86.06%
P-glycoprotein substrate	-	0.6173	61.73%
CYP3A4 substrate	+	0.6559	65.59%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.8108	81.08%
CYP2C9 inhibition	-	0.6537	65.37%
CYP2C19 inhibition	+	0.6415	64.15%
CYP2D6 inhibition	-	0.8190	81.90%
CYP1A2 inhibition	-	0.5092	50.92%
CYP2C8 inhibition	-	0.6649	66.49%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8000	80.00%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9627	96.27%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6903	69.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7278	72.78%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.6522	65.22%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	+	0.7108	71.08%
Aromatase binding	+	0.7162	71.62%
PPAR gamma	+	0.8115	81.15%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.55%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.23%	94.73%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.20%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.32%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	82.42%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.41%	85.14%
CHEMBL240	Q12809	HERG	82.27%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 92151767
• LOTUS: LTS0102648
• wikiData: Q105133538