(1aR,5aR,6S,6aR)-1a-formyl-6-hydroxy-4,4,6a-trimethyl-3,5,5a,6-tetrahydro-1H-cyclopropa[f]indene-2-carboxylic acid

Details

• Internal ID: eef2815a-fb7d-43ab-aca2-98129ef6540c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1aR,5aR,6S,6aR)-1a-formyl-6-hydroxy-4,4,6a-trimethyl-3,5,5a,6-tetrahydro-1H-cyclopropa[f]indene-2-carboxylic acid
• InChI: InChI=1S/C15H20O4/c1-13(2)4-8-9(5-13)11(17)14(3)6-15(14,7-16)10(8)12(18)19/h7,9,11,17H,4-6H2,1-3H3,(H,18,19)/t9-,11+,14+,15+/m1/s1
• InChI Key: MYLKJHWPCAJTAU-GQANPOSXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.77
• 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	+	0.9915	99.15%
Caco-2	+	0.6744	67.44%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.8108	81.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7573	75.73%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.8409	84.09%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8997	89.97%
CYP3A4 inhibition	-	0.7776	77.76%
CYP2C9 inhibition	-	0.7391	73.91%
CYP2C19 inhibition	-	0.8821	88.21%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.7156	71.56%
CYP2C8 inhibition	-	0.8195	81.95%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8979	89.79%
Skin irritation	+	0.5197	51.97%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6367	63.67%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.5391	53.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6030	60.30%
Acute Oral Toxicity (c)	III	0.4608	46.08%
Estrogen receptor binding	-	0.6224	62.24%
Androgen receptor binding	-	0.4811	48.11%
Thyroid receptor binding	-	0.5895	58.95%
Glucocorticoid receptor binding	-	0.6651	66.51%
Aromatase binding	-	0.6697	66.97%
PPAR gamma	-	0.6857	68.57%
Honey bee toxicity	-	0.9435	94.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	96.59%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.48%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.25%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.04%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.30%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.11%	89.34%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.08%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14544226
• LOTUS: LTS0249060
• wikiData: Q105175010