Tsugicoline M

Details

• Internal ID: b39401ab-0ffc-411c-9aa9-ed211f66a2ee
• Taxonomy: Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acids
• IUPAC Name: (4S,4aR)-4-hydroxy-6,6,8-trimethyl-4,4a,5,7-tetrahydrocyclopenta[f][2]benzofuran-1-carboxylic acid
• InChI: InChI=1S/C15H18O4/c1-7-8-4-15(2,3)5-9(8)12(16)10-6-19-13(11(7)10)14(17)18/h6,9,12,16H,4-5H2,1-3H3,(H,17,18)/t9-,12+/m1/s1
• InChI Key: DGPKQXFVKQMEKD-SKDRFNHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4S,4aR)-4-hydroxy-6,6,8-trimethyl-4,4a,5,7-tetrahydrocyclopenta(f)(2)benzofuran-1-carboxylic acid
• (4S,4aR)-4-hydroxy-6,6,8-trimethyl-4,4a,5,7-tetrahydrocyclopenta[f][2]benzofuran-1-carboxylic acid
• RefChem:192405
• CHEBI:213805
• (4S,4aR)-4-hydroxy-6,6,8-trimethyl-4,4a,5,7-tetrahydrocyclopenta[][2]benzouran-1-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6337	63.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6875	68.75%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9357	93.57%
P-glycoprotein inhibitior	-	0.8823	88.23%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	+	0.5616	56.16%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.6619	66.19%
CYP2C9 inhibition	+	0.5178	51.78%
CYP2C19 inhibition	-	0.5546	55.46%
CYP2D6 inhibition	-	0.8420	84.20%
CYP1A2 inhibition	+	0.7260	72.60%
CYP2C8 inhibition	-	0.7190	71.90%
CYP inhibitory promiscuity	-	0.5481	54.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9519	95.19%
Carcinogenicity (trinary)	Non-required	0.4870	48.70%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.6453	64.53%
Skin irritation	-	0.6200	62.00%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5743	57.43%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5571	55.71%
skin sensitisation	-	0.6834	68.34%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4792	47.92%
Estrogen receptor binding	-	0.5640	56.40%
Androgen receptor binding	+	0.5273	52.73%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.6808	68.08%
Aromatase binding	-	0.6330	63.30%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.9262	92.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	96.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	86.92%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.14%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.58%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.06%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.48%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10264678
• LOTUS: LTS0090022
• wikiData: Q104978988