(4aR,8S,8aR)-3,8-dimethyl-5-propan-2-ylidene-4a,7,8,8a-tetrahydro-1H-naphthalene-2,6-dione

Details

• Internal ID: 0c902c30-f19f-48ff-a576-c1a13a6ab122
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aR,8S,8aR)-3,8-dimethyl-5-propan-2-ylidene-4a,7,8,8a-tetrahydro-1H-naphthalene-2,6-dione
• InChI: InChI=1S/C15H20O2/c1-8(2)15-12-5-10(4)13(16)7-11(12)9(3)6-14(15)17/h5,9,11-12H,6-7H2,1-4H3/t9-,11+,12-/m0/s1
• InChI Key: RDQAKTSDUZUBQC-WCQGTBRESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

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	+	0.9240	92.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7004	70.04%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.9280	92.80%
P-glycoprotein substrate	-	0.8681	86.81%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.5486	54.86%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.6833	68.33%
CYP2C8 inhibition	-	0.9387	93.87%
CYP inhibitory promiscuity	-	0.6541	65.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.5105	51.05%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.5411	54.11%
Skin irritation	-	0.5713	57.13%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4858	48.58%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.8533	85.33%
skin sensitisation	+	0.8394	83.94%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4712	47.12%
Acute Oral Toxicity (c)	III	0.4405	44.05%
Estrogen receptor binding	-	0.9371	93.71%
Androgen receptor binding	-	0.7224	72.24%
Thyroid receptor binding	-	0.7418	74.18%
Glucocorticoid receptor binding	-	0.8283	82.83%
Aromatase binding	-	0.8886	88.86%
PPAR gamma	-	0.8431	84.31%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.59%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.54%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.89%	96.09%

Plants that contains it

• Ageratina adenophora

Cross-Links

• PubChem: 154496088
• LOTUS: LTS0047720
• wikiData: Q105234392