(4aS,5S,6R,8aR)-5-[(3R)-4-carboxy-3-methylbutyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: e1c8b90b-d918-4c08-8724-ed592e7c10b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5S,6R,8aR)-5-[(3R)-4-carboxy-3-methylbutyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H32O4/c1-13(12-17(21)22)8-10-19(3)14(2)9-11-20(4)15(18(23)24)6-5-7-16(19)20/h6,13-14,16H,5,7-12H2,1-4H3,(H,21,22)(H,23,24)/t13-,14-,16+,19+,20+/m1/s1
• InChI Key: LGKWFTJHZPDXFD-RXUQYVRZSA-N
• Popularity: 2 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: 5.40
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7296	72.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.8578	85.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.6456	64.56%
P-glycoprotein inhibitior	-	0.6865	68.65%
P-glycoprotein substrate	-	0.7920	79.20%
CYP3A4 substrate	+	0.5457	54.57%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	-	0.9595	95.95%
CYP2C19 inhibition	-	0.9637	96.37%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.8670	86.70%
CYP2C8 inhibition	-	0.8571	85.71%
CYP inhibitory promiscuity	-	0.8892	88.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7104	71.04%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9124	91.24%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3726	37.26%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5513	55.13%
skin sensitisation	+	0.6053	60.53%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7855	78.55%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4651	46.51%
Acute Oral Toxicity (c)	III	0.7724	77.24%
Estrogen receptor binding	+	0.8466	84.66%
Androgen receptor binding	-	0.5601	56.01%
Thyroid receptor binding	+	0.7749	77.49%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.8051	80.51%
PPAR gamma	-	0.5545	55.45%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.59%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.30%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.69%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.51%	100.00%

Plants that contains it

• Grindelia ciliata

Cross-Links

• PubChem: 163083715
• LOTUS: LTS0228646
• wikiData: Q105151433