Dihydrosinuflexolide

Details

• Internal ID: 14fb38b1-2142-4300-94be-4fe97181d3b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,4S,5R,8E,12R,13R,16R)-4,5,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-8-en-15-one
• InChI: InChI=1S/C20H34O5/c1-13-6-5-10-20(4,24)17-12-15(14(2)18(22)25-17)9-11-19(3,23)16(21)8-7-13/h6,14-17,21,23-24H,5,7-12H2,1-4H3/b13-6+/t14-,15+,16-,17-,19+,20-/m1/s1
• InChI Key: FZQSMOGFOFEWKN-QMHSLUAVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL514518
• (1S,4S,5R,8E,12R,13R,16R)-4,5,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-8-en-15-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9387	93.87%
Caco-2	+	0.6284	62.84%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7582	75.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.5990	59.90%
P-glycoprotein inhibitior	-	0.7762	77.62%
P-glycoprotein substrate	-	0.7282	72.82%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.7069	70.69%
CYP2C8 inhibition	-	0.6709	67.09%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6683	66.83%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9494	94.94%
Skin irritation	+	0.6166	61.66%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.8024	80.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4938	49.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.7152	71.52%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6506	65.06%
Acute Oral Toxicity (c)	III	0.5088	50.88%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	-	0.4869	48.69%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.6247	62.47%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	95.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.30%	96.09%
CHEMBL1871	P10275	Androgen Receptor	85.35%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.97%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	83.50%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.80%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21774930
• LOTUS: LTS0104489
• wikiData: Q105005129