(3R)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 7facc685-00fc-43ae-9402-dee1b7df9e89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H32O3/c1-13(10-18(22)23)6-8-19(4)14(2)7-9-20(5)15(3)11-16(21)12-17(19)20/h11,13-14,17H,6-10,12H2,1-5H3,(H,22,23)/t13-,14-,17-,19+,20+/m1/s1
• InChI Key: RNWHJFUXZQBBLK-IKWNAHHTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6993	69.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5465	54.65%
P-glycoprotein inhibitior	-	0.5966	59.66%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.6618	66.18%
CYP2C9 inhibition	-	0.9275	92.75%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.9363	93.63%
CYP2C8 inhibition	-	0.8793	87.93%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9959	99.59%
Eye irritation	-	0.9047	90.47%
Skin irritation	+	0.7209	72.09%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6695	66.95%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5128	51.28%
skin sensitisation	-	0.5593	55.93%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.8524	85.24%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.6259	62.59%
Thyroid receptor binding	+	0.7357	73.57%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	+	0.7873	78.73%
PPAR gamma	+	0.5367	53.67%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.32%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.04%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.26%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.20%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.08%	93.00%

Plants that contains it

• Ageratina ixiocladon
• Neomirandea angularis

Cross-Links

• PubChem: 40545614
• LOTUS: LTS0124009
• wikiData: Q105241871