2-(9-Hydroxy-4,8-dimethylnona-3,7-dienyl)-2-methylpyrano[3,2-c]chromen-5-one

Details

• Internal ID: ffbf7a23-8903-4791-8567-cf734b8fad17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-(9-hydroxy-4,8-dimethylnona-3,7-dienyl)-2-methylpyrano[3,2-c]chromen-5-one
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C3=CC=CC=C3OC2=O)C)CCC=C(C)CO
• SMILES (Isomeric): CC(=CCCC1(C=CC2=C(O1)C3=CC=CC=C3OC2=O)C)CCC=C(C)CO
• InChI: InChI=1S/C24H28O4/c1-17(8-6-9-18(2)16-25)10-7-14-24(3)15-13-20-22(28-24)19-11-4-5-12-21(19)27-23(20)26/h4-5,9-13,15,25H,6-8,14,16H2,1-3H3
• InChI Key: WBPYIPNRKAMVCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	-	0.5849	58.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8039	80.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7931	79.31%
OATP1B3 inhibitior	+	0.9001	90.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9810	98.10%
P-glycoprotein inhibitior	+	0.8599	85.99%
P-glycoprotein substrate	-	0.5614	56.14%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.7323	73.23%
CYP2C9 inhibition	-	0.7875	78.75%
CYP2C19 inhibition	-	0.6060	60.60%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	+	0.6170	61.70%
CYP2C8 inhibition	-	0.6116	61.16%
CYP inhibitory promiscuity	-	0.7731	77.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6735	67.35%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8807	88.07%
Skin irritation	-	0.7258	72.58%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9404	94.04%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6024	60.24%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7321	73.21%
Acute Oral Toxicity (c)	III	0.5473	54.73%
Estrogen receptor binding	+	0.8639	86.39%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	+	0.5807	58.07%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.7292	72.92%
PPAR gamma	+	0.8371	83.71%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	99.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.64%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.86%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.18%	94.45%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 162973518
• LOTUS: LTS0068607
• wikiData: Q105300905