illioliganone C

Details

• Internal ID: 926505a6-0829-4f91-b68a-15d0715a122d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (6S)-6-[(2S)-2,3-dihydroxy-3-methylbutyl]-6-prop-2-enyl-1,3-benzodioxol-5-one
• SMILES (Canonical): CC(C)(C(CC1(C=C2C(=CC1=O)OCO2)CC=C)O)O
• SMILES (Isomeric): CC(C)([C@H](C[C@]1(C=C2C(=CC1=O)OCO2)CC=C)O)O
• InChI: InChI=1S/C15H20O5/c1-4-5-15(8-13(17)14(2,3)18)7-11-10(6-12(15)16)19-9-20-11/h4,6-7,13,17-18H,1,5,8-9H2,2-3H3/t13-,15+/m0/s1
• InChI Key: VONUNFAGLHFGLJ-DZGCQCFKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL561063

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.5619	56.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7696	76.96%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7664	76.64%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.7832	78.32%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.7588	75.88%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	-	0.8878	88.78%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8266	82.66%
Skin irritation	-	0.6247	62.47%
Skin corrosion	-	0.8864	88.64%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6400	64.00%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7535	75.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7445	74.45%
Acute Oral Toxicity (c)	III	0.5068	50.68%
Estrogen receptor binding	-	0.5216	52.16%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	+	0.5834	58.34%
Glucocorticoid receptor binding	+	0.5596	55.96%
Aromatase binding	-	0.6160	61.60%
PPAR gamma	+	0.5595	55.95%
Honey bee toxicity	-	0.8122	81.22%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9327	93.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.65%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.00%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.41%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.60%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.49%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.39%	93.04%

Plants that contains it

• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 44179781
• LOTUS: LTS0155756
• wikiData: Q105290298