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

Details

• Internal ID: 60f0bd6e-0a16-459d-80c1-c1392b6087d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2S,4R,4aR,8aR)-4-hydroxy-1,2,4a,5-tetramethyl-3-oxo-4,7,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H32O4/c1-12(11-16(21)22)9-10-19(4)14(3)17(23)18(24)20(5)13(2)7-6-8-15(19)20/h7,12,14-15,18,24H,6,8-11H2,1-5H3,(H,21,22)/t12-,14+,15+,18-,19+,20-/m0/s1
• InChI Key: COEMDYUEJBIANN-RYWXGFMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	+	0.6598	65.98%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8023	80.23%
OATP2B1 inhibitior	-	0.8668	86.68%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	+	0.6804	68.04%
P-glycoprotein inhibitior	-	0.7037	70.37%
P-glycoprotein substrate	-	0.6594	65.94%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.7031	70.31%
CYP2C9 inhibition	-	0.9616	96.16%
CYP2C19 inhibition	-	0.9487	94.87%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.9267	92.67%
CYP2C8 inhibition	-	0.8962	89.62%
CYP inhibitory promiscuity	-	0.9408	94.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9956	99.56%
Eye irritation	-	0.9397	93.97%
Skin irritation	+	0.7516	75.16%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7030	70.30%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.6316	63.16%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	+	0.6879	68.79%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.7882	78.82%
PPAR gamma	-	0.5998	59.98%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.90%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.88%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.50%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.99%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.91%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.91%	97.25%

Plants that contains it

• Pteronia paniculata

Cross-Links

• PubChem: 162965032
• LOTUS: LTS0151320
• wikiData: Q104966811