2-[(3aR,5aS,6R,9aR,9bR)-6,9a,9b-trimethyl-3,7-dioxo-1,2,3a,4,5,5a,8,9-octahydrocyclopenta[a]naphthalen-6-yl]acetic acid

Details

• Internal ID: 8f10422c-eb90-4989-b9e3-394bf24a7677
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: 2-[(3aR,5aS,6R,9aR,9bR)-6,9a,9b-trimethyl-3,7-dioxo-1,2,3a,4,5,5a,8,9-octahydrocyclopenta[a]naphthalen-6-yl]acetic acid
• InChI: InChI=1S/C18H26O4/c1-16(10-15(21)22)13-5-4-11-12(19)6-8-17(11,2)18(13,3)9-7-14(16)20/h11,13H,4-10H2,1-3H3,(H,21,22)/t11-,13+,16+,17+,18+/m0/s1
• InChI Key: AMBRJIMESGEXMH-HFQCNWJOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.8710	87.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7800	78.00%
P-glycoprotein inhibitior	-	0.8393	83.93%
P-glycoprotein substrate	-	0.9176	91.76%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5824	58.24%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.8503	85.03%
CYP2C9 inhibition	-	0.9514	95.14%
CYP2C19 inhibition	-	0.9860	98.60%
CYP2D6 inhibition	-	0.9714	97.14%
CYP1A2 inhibition	-	0.9619	96.19%
CYP2C8 inhibition	-	0.8371	83.71%
CYP inhibitory promiscuity	-	0.9858	98.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7548	75.48%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8854	88.54%
Skin irritation	+	0.7148	71.48%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6012	60.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5414	54.14%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8007	80.07%
Acute Oral Toxicity (c)	III	0.8327	83.27%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.5996	59.96%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	+	0.7232	72.32%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.5286	52.86%
Honey bee toxicity	-	0.9378	93.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7034	70.34%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.38%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.51%	83.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.51%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.91%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.10%	91.19%

Plants that contains it

• Barbacenia flava

Cross-Links

• PubChem: 163042606
• LOTUS: LTS0193726
• wikiData: Q104914550