(4aS,5R,6S,8aS)-5,6,8a-trimethyl-5-[2-(5-oxo-1,2-dihydropyrrol-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: df51d867-3412-4b74-babf-0ff0ae63b71b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5R,6S,8aS)-5,6,8a-trimethyl-5-[2-(5-oxo-1,2-dihydropyrrol-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H29NO3/c1-13-7-9-20(3)15(18(23)24)5-4-6-16(20)19(13,2)10-8-14-11-17(22)21-12-14/h5,11,13,16H,4,6-10,12H2,1-3H3,(H,21,22)(H,23,24)/t13-,16-,19+,20+/m0/s1
• InChI Key: VQRQNLURKYFYFP-DYLQCGAMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.21474379 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.6287	62.87%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5267	52.67%
P-glycoprotein inhibitior	-	0.6141	61.41%
P-glycoprotein substrate	-	0.6575	65.75%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9152	91.52%
CYP3A4 inhibition	-	0.6623	66.23%
CYP2C9 inhibition	-	0.6216	62.16%
CYP2C19 inhibition	-	0.6794	67.94%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	-	0.5951	59.51%
CYP inhibitory promiscuity	-	0.6361	63.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5594	55.94%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9802	98.02%
Skin irritation	-	0.7227	72.27%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5306	53.06%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	+	0.5685	56.85%
Thyroid receptor binding	+	0.7524	75.24%
Glucocorticoid receptor binding	+	0.8122	81.22%
Aromatase binding	+	0.7647	76.47%
PPAR gamma	+	0.6217	62.17%
Honey bee toxicity	-	0.9072	90.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.34%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.00%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.53%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.42%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.13%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	83.48%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	80.71%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163031969
• LOTUS: LTS0197255
• wikiData: Q105291454