(1S,3E,7Z,11S,12R,16R)-1-hydroxy-11-(hydroxymethyl)-3,7-dimethyl-15-methylidene-13,17-dioxatricyclo[9.5.1.112,16]octadeca-3,7-dien-14-one

Details

• Internal ID: 9838a16d-3993-4564-a902-1412bc3ce9ec
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,3E,7Z,11S,12R,16R)-1-hydroxy-11-(hydroxymethyl)-3,7-dimethyl-15-methylidene-13,17-dioxatricyclo[9.5.1.112,16]octadeca-3,7-dien-14-one
• InChI: InChI=1S/C20H28O5/c1-13-6-4-7-14(2)11-20(23)16-10-17(24-18(22)15(16)3)19(12-21,25-20)9-5-8-13/h7-8,16-17,21,23H,3-6,9-12H2,1-2H3/b13-8-,14-7+/t16-,17-,19+,20+/m1/s1
• InChI Key: PNLRNCZZDLSFIR-HYYBQQKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9300	93.00%
Caco-2	+	0.6009	60.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7983	79.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6297	62.97%
BSEP inhibitior	+	0.6829	68.29%
P-glycoprotein inhibitior	-	0.7454	74.54%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6128	61.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.7273	72.73%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.8251	82.51%
CYP2C8 inhibition	-	0.6396	63.96%
CYP inhibitory promiscuity	-	0.9583	95.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8755	87.55%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5119	51.19%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.5863	58.63%
Estrogen receptor binding	+	0.7228	72.28%
Androgen receptor binding	+	0.5425	54.25%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6873	68.73%
PPAR gamma	+	0.6660	66.60%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9635	96.35%

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	98.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	94.36%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.58%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	85.69%	97.79%
CHEMBL4208	P20618	Proteasome component C5	85.27%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.07%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.03%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163041459
• LOTUS: LTS0000538
• wikiData: Q105212029