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

Details

• Internal ID: d06a702b-f889-41d8-a6d9-e6efad7d771f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,4aS,5R,8aS)-5-[2-(furan-3-yl)ethyl]-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-14-5-8-17-19(2,10-4-11-20(17,3)18(21)22)16(14)7-6-15-9-12-23-13-15/h5,9,12-13,16-17H,4,6-8,10-11H2,1-3H3,(H,21,22)/t16-,17+,19+,20+/m1/s1
• InChI Key: IZRLEXPLVWDKBC-UMGGQSCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8332	83.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.4431	44.31%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	-	0.3785	37.85%
OATP1B3 inhibitior	+	0.8275	82.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7205	72.05%
P-glycoprotein inhibitior	-	0.7215	72.15%
P-glycoprotein substrate	-	0.7656	76.56%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.6231	62.31%
CYP2C9 inhibition	-	0.5668	56.68%
CYP2C19 inhibition	+	0.5312	53.12%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	+	0.5279	52.79%
CYP2C8 inhibition	+	0.5547	55.47%
CYP inhibitory promiscuity	+	0.5208	52.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9595	95.95%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7987	79.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5643	56.43%
skin sensitisation	-	0.5848	58.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	+	0.6707	67.07%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	+	0.6213	62.13%
Glucocorticoid receptor binding	+	0.7658	76.58%
Aromatase binding	+	0.6749	67.49%
PPAR gamma	-	0.5065	50.65%
Honey bee toxicity	-	0.9464	94.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.12%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.37%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.13%	93.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.08%	96.25%

Plants that contains it

• Stevia lucida

Cross-Links

• PubChem: 162969255
• LOTUS: LTS0275975
• wikiData: Q105123423