Argutosine B

Details

• Internal ID: 1df63fc9-cda5-479c-b663-bc27bfbc4f22
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3S,4aR,5S)-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-2,3,4,5,6,7-hexahydronaphthalen-1-one
• SMILES (Canonical): CC1CCC=C2C1(CC(CC2=O)C(=C)CO)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1(C[C@@H](CC2=O)C(=C)CO)C
• InChI: InChI=1S/C15H22O2/c1-10(9-16)12-7-14(17)13-6-4-5-11(2)15(13,3)8-12/h6,11-12,16H,1,4-5,7-9H2,2-3H3/t11-,12+,15+/m0/s1
• InChI Key: FPGPQYSZUYXEAO-YWPYICTPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2062971

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8885	88.85%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6918	69.18%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	-	0.8078	80.78%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.8302	83.02%
CYP3A4 substrate	+	0.5454	54.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.7275	72.75%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.7042	70.42%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.7282	72.82%
CYP2C8 inhibition	-	0.6382	63.82%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5981	59.81%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8815	88.15%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6358	63.58%
skin sensitisation	-	0.6560	65.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6487	64.87%
Acute Oral Toxicity (c)	III	0.8226	82.26%
Estrogen receptor binding	-	0.6478	64.78%
Androgen receptor binding	-	0.7543	75.43%
Thyroid receptor binding	-	0.6605	66.05%
Glucocorticoid receptor binding	-	0.6048	60.48%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	-	0.8446	84.46%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL4072	P07858	Cathepsin B	93.02%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.05%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.29%	86.00%

Plants that contains it

• Incarvillea diffusa

Cross-Links

• PubChem: 46930873
• LOTUS: LTS0268249
• wikiData: Q104999180