Arbusculin C

Details

• Internal ID: 4debd761-376e-4f13-b36d-bfe93f3d653e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aS,5aR,9aR,9bS)-9a-hydroxy-5a-methyl-3,9-dimethylidene-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC12CCCC(=C)C1(C3C(CC2)C(=C)C(=O)O3)O
• SMILES (Isomeric): C[C@]12CCCC(=C)[C@@]1([C@@H]3[C@@H](CC2)C(=C)C(=O)O3)O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-7-14(3)8-6-11-10(2)13(16)18-12(11)15(9,14)17/h11-12,17H,1-2,4-8H2,3H3/t11-,12-,14+,15-/m0/s1
• InChI Key: NCECWMQYVUVUKL-VIRABCJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• NSC 180033

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.6349	63.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9775	97.75%
P-glycoprotein inhibitior	-	0.9242	92.42%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.6125	61.25%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.5198	51.98%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	+	0.6943	69.43%
CYP2C8 inhibition	-	0.8289	82.89%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4856	48.56%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.6092	60.92%
Skin irritation	+	0.5251	52.51%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6803	68.03%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.6674	66.74%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5508	55.08%
Acute Oral Toxicity (c)	III	0.5100	51.00%
Estrogen receptor binding	-	0.5898	58.98%
Androgen receptor binding	+	0.5842	58.42%
Thyroid receptor binding	-	0.7013	70.13%
Glucocorticoid receptor binding	+	0.6105	61.05%
Aromatase binding	-	0.5150	51.50%
PPAR gamma	-	0.6886	68.86%
Honey bee toxicity	-	0.9081	90.81%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	95.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.14%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.71%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.42%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	83.61%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%

Plants that contains it

• Schistostephium rotundifolium

Cross-Links

• PubChem: 174872
• LOTUS: LTS0249155
• wikiData: Q105177149