(1R,4R,4aS,8S,8aS)-8-formyloxy-4-methyl-7-methylidene-2,3,4,4a,5,6,8,8a-octahydro-1H-naphthalene-1-carboxylic acid

Details

• Internal ID: f3a5df0f-76a6-47d9-8ce8-7dd3f959c8eb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1R,4R,4aS,8S,8aS)-8-formyloxy-4-methyl-7-methylidene-2,3,4,4a,5,6,8,8a-octahydro-1H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC(C2C1CCC(=C)C2OC=O)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C)[C@H]2OC=O)C(=O)O
• InChI: InChI=1S/C14H20O4/c1-8-3-6-11(14(16)17)12-10(8)5-4-9(2)13(12)18-7-15/h7-8,10-13H,2-6H2,1H3,(H,16,17)/t8-,10+,11-,12+,13-/m1/s1
• InChI Key: UQPVATJZORSSGH-YBPUZQHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.5486	54.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.8740	87.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9608	96.08%
P-glycoprotein inhibitior	-	0.9612	96.12%
P-glycoprotein substrate	-	0.8754	87.54%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7569	75.69%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.8360	83.60%
CYP2D6 inhibition	-	0.8785	87.85%
CYP1A2 inhibition	+	0.5270	52.70%
CYP2C8 inhibition	-	0.5800	58.00%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6224	62.24%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.7460	74.60%
Skin irritation	-	0.5565	55.65%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5293	52.93%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6062	60.62%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7434	74.34%
Acute Oral Toxicity (c)	III	0.6301	63.01%
Estrogen receptor binding	-	0.8122	81.22%
Androgen receptor binding	+	0.5488	54.88%
Thyroid receptor binding	-	0.6171	61.71%
Glucocorticoid receptor binding	-	0.5182	51.82%
Aromatase binding	-	0.8284	82.84%
PPAR gamma	-	0.7366	73.66%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.86%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.54%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.72%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 21575636
• LOTUS: LTS0030860
• wikiData: Q105277391