(2S)-2-[(4aS,7R,8S,8aS)-7-hydroxy-8,8a-dimethyl-3-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]propanoic acid

Details

• Internal ID: 1f313dc2-608f-4b5b-a68c-753c7cf3654a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2S)-2-[(4aS,7R,8S,8aS)-7-hydroxy-8,8a-dimethyl-3-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]propanoic acid
• InChI: InChI=1S/C15H22O4/c1-8(14(18)19)11-7-15(3)9(2)12(16)5-4-10(15)6-13(11)17/h7-10,12,16H,4-6H2,1-3H3,(H,18,19)/t8-,9+,10-,12+,15-/m0/s1
• InChI Key: OZBUHIIPYQKAED-JEFOQBOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5771	57.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8411	84.11%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.8835	88.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	-	0.9504	95.04%
P-glycoprotein inhibitior	-	0.9120	91.20%
P-glycoprotein substrate	-	0.8016	80.16%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.7571	75.71%
CYP2C9 inhibition	-	0.9554	95.54%
CYP2C19 inhibition	-	0.9732	97.32%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	-	0.9569	95.69%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9604	96.04%
Skin irritation	+	0.5862	58.62%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6513	65.13%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7048	70.48%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8222	82.22%
Acute Oral Toxicity (c)	III	0.7472	74.72%
Estrogen receptor binding	+	0.7144	71.44%
Androgen receptor binding	-	0.5929	59.29%
Thyroid receptor binding	+	0.5869	58.69%
Glucocorticoid receptor binding	-	0.5846	58.46%
Aromatase binding	-	0.5515	55.15%
PPAR gamma	-	0.5412	54.12%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.56%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.26%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.09%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.73%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.24%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.04%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.94%	85.11%

Plants that contains it

• Chloranthus anhuiensis

Cross-Links

• PubChem: 46849837
• LOTUS: LTS0217335
• wikiData: Q105203657