(1R,6R,8aS)-5-hydroxy-1,6-dimethyl-1,2,6,7,8,8a-hexahydroacenaphthylene-3-carboxylic acid

Details

• Internal ID: 8694684a-8ce5-4b9f-8f98-261c3f7be234
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: (1R,6R,8aS)-5-hydroxy-1,6-dimethyl-1,2,6,7,8,8a-hexahydroacenaphthylene-3-carboxylic acid
• SMILES (Canonical): CC1CCC2C(CC3=C2C1=C(C=C3C(=O)O)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H](CC3=C2C1=C(C=C3C(=O)O)O)C
• InChI: InChI=1S/C15H18O3/c1-7-3-4-9-8(2)5-10-11(15(17)18)6-12(16)13(7)14(9)10/h6-9,16H,3-5H2,1-2H3,(H,17,18)/t7-,8-,9+/m1/s1
• InChI Key: MLNIJTRDXCDNQZ-HLTSFMKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7434	74.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9597	95.97%
P-glycoprotein inhibitior	-	0.9528	95.28%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	-	0.6172	61.72%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.8381	83.81%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.8466	84.66%
CYP2D6 inhibition	-	0.8668	86.68%
CYP1A2 inhibition	+	0.8222	82.22%
CYP2C8 inhibition	-	0.7553	75.53%
CYP inhibitory promiscuity	-	0.7365	73.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5640	56.40%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.6101	61.01%
Skin irritation	-	0.5828	58.28%
Skin corrosion	-	0.8872	88.72%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5999	59.99%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7614	76.14%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6869	68.69%
Acute Oral Toxicity (c)	III	0.5688	56.88%
Estrogen receptor binding	-	0.6422	64.22%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7660	76.60%
Aromatase binding	-	0.8515	85.15%
PPAR gamma	-	0.6785	67.85%
Honey bee toxicity	-	0.9462	94.62%
Biodegradation	-	0.8250	82.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.15%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.13%	91.19%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.52%	85.11%
CHEMBL4040	P28482	MAP kinase ERK2	80.92%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

• Arachniodes mutica

Cross-Links

• PubChem: 101614335
• LOTUS: LTS0185845
• wikiData: Q105166841