(1R,3aR,7R,9aS)-7-methoxy-3a-methyl-1-[(2E)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one

Details

• Internal ID: 9c373016-6fc6-4cd3-b9bb-e979a7147cf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3aR,7R,9aS)-7-methoxy-3a-methyl-1-[(2E)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one
• InChI: InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(25-22)9-10-20(24-5)21(17)23/h7-8,16,18,20H,6,9-13H2,1-5H3/b15-8+/t16-,18-,20+,22+/m0/s1
• InChI Key: DUKFNOHXGGAHSO-LWEXZVOXSA-N
• Popularity: 2 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): 35.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8190	81.90%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6784	67.84%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5512	55.12%
P-glycoprotein inhibitior	+	0.6575	65.75%
P-glycoprotein substrate	-	0.7918	79.18%
CYP3A4 substrate	+	0.6488	64.88%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.8689	86.89%
CYP2C9 inhibition	-	0.8182	81.82%
CYP2C19 inhibition	-	0.7411	74.11%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.7629	76.29%
CYP2C8 inhibition	-	0.6719	67.19%
CYP inhibitory promiscuity	-	0.7000	70.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6563	65.63%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5187	51.87%
skin sensitisation	-	0.7030	70.30%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.5302	53.02%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.5735	57.35%
Thyroid receptor binding	+	0.5753	57.53%
Glucocorticoid receptor binding	+	0.7926	79.26%
Aromatase binding	-	0.5739	57.39%
PPAR gamma	+	0.7048	70.48%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9587	95.87%

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	98.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.34%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	88.22%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.34%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	85.24%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.90%	97.25%
CHEMBL1871	P10275	Androgen Receptor	82.20%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.78%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162998253
• LOTUS: LTS0136814
• wikiData: Q104989289