(4S,6S,6aR,9S)-3,6,9-trimethyl-4-(2-methylprop-1-enyl)-5,6,6a,7,8,9-hexahydro-4H-phenalene-1,2-dione

Details

• Internal ID: 9d764df1-72e3-4345-95bf-bbc6a81ad72c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids
• IUPAC Name: (4S,6S,6aR,9S)-3,6,9-trimethyl-4-(2-methylprop-1-enyl)-5,6,6a,7,8,9-hexahydro-4H-phenalene-1,2-dione
• InChI: InChI=1S/C20H26O2/c1-10(2)8-14-9-12(4)15-7-6-11(3)16-18(15)17(14)13(5)19(21)20(16)22/h8,11-12,14-15H,6-7,9H2,1-5H3/t11-,12-,14+,15+/m0/s1
• InChI Key: PCEFTOHQPHRRGJ-DDHJSBNISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7133	71.33%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5249	52.49%
P-glycoprotein inhibitior	-	0.7648	76.48%
P-glycoprotein substrate	-	0.7948	79.48%
CYP3A4 substrate	+	0.5416	54.16%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8332	83.32%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.5770	57.70%
CYP2C19 inhibition	+	0.5238	52.38%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.5874	58.74%
CYP2C8 inhibition	-	0.8353	83.53%
CYP inhibitory promiscuity	-	0.7029	70.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9764	97.64%
Eye irritation	-	0.8827	88.27%
Skin irritation	-	0.5617	56.17%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3624	36.24%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	+	0.7460	74.60%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5112	51.12%
Acute Oral Toxicity (c)	III	0.5510	55.10%
Estrogen receptor binding	-	0.5370	53.70%
Androgen receptor binding	+	0.6626	66.26%
Thyroid receptor binding	-	0.5316	53.16%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	-	0.8204	82.04%
PPAR gamma	-	0.5163	51.63%
Honey bee toxicity	-	0.7617	76.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.02%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	84.33%	91.19%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.52%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.04%	85.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.77%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.83%	96.09%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.13%	98.46%

Plants that contains it

• Chrysochlamys ulei

Cross-Links

• PubChem: 21778551
• LOTUS: LTS0100117
• wikiData: Q105252165