Rickiol A

Details

• Internal ID: d2fcdc39-9e79-47af-977a-8da1e2bd4896
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,5S,7S,20S)-20-[(2R,4R)-2,4-dihydroxypentyl]-5,7-dihydroxy-1-oxacycloicos-3-en-2-one
• InChI: InChI=1S/C24H44O6/c1-19(25)16-22(28)18-23-13-11-9-7-5-3-2-4-6-8-10-12-20(26)17-21(27)14-15-24(29)30-23/h14-15,19-23,25-28H,2-13,16-18H2,1H3/b15-14+/t19-,20+,21-,22-,23+/m1/s1
• InChI Key: ZPZBRVXCZBYHPI-ITJFIPAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₄O₆
• Molecular Weight: 428.60 g/mol
• Exact Mass: 428.31378912 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7759	77.59%
Caco-2	-	0.6946	69.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7034	70.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5909	59.09%
P-glycoprotein inhibitior	-	0.7265	72.65%
P-glycoprotein substrate	-	0.7074	70.74%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.5848	58.48%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.8058	80.58%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.7845	78.45%
CYP2C8 inhibition	-	0.8918	89.18%
CYP inhibitory promiscuity	-	0.9529	95.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6785	67.85%
Eye corrosion	-	0.9496	94.96%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9086	90.86%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3787	37.87%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5615	56.15%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7281	72.81%
Acute Oral Toxicity (c)	III	0.6615	66.15%
Estrogen receptor binding	+	0.6467	64.67%
Androgen receptor binding	-	0.7568	75.68%
Thyroid receptor binding	-	0.5343	53.43%
Glucocorticoid receptor binding	+	0.5803	58.03%
Aromatase binding	-	0.6629	66.29%
PPAR gamma	-	0.5282	52.82%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7357	73.57%

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	98.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.42%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.27%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.48%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.54%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.55%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.52%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683938
• LOTUS: LTS0033321
• wikiData: Q105381339