(1S,3R,4S,5S,7R)-5-hydroxy-12-[(2R)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.03,7]tetradeca-8,11-diene-8-carbaldehyde

Details

• Internal ID: 8f970aa1-4f03-4b72-bb7c-15e2b467fd67
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1S,3R,4S,5S,7R)-5-hydroxy-12-[(2R)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.03,7]tetradeca-8,11-diene-8-carbaldehyde
• InChI: InChI=1S/C20H28O4/c1-11(9-21)14-6-7-20(3)8-15-12(2)18(23)19(24)17(15)13(10-22)4-5-16(14)20/h4,10-12,15,17-18,21,23H,5-9H2,1-3H3/t11-,12-,15+,17-,18-,20-/m0/s1
• InChI Key: NDSSXIGJWWQDCU-LVHZJDJQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.6841	68.41%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7729	77.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5544	55.44%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8070	80.70%
P-glycoprotein substrate	-	0.6476	64.76%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.7866	78.66%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.7137	71.37%
CYP2C8 inhibition	-	0.8240	82.40%
CYP inhibitory promiscuity	-	0.8741	87.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6526	65.26%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9715	97.15%
Skin irritation	+	0.5918	59.18%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.7186	71.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.4395	43.95%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5538	55.38%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5434	54.34%
Acute Oral Toxicity (c)	III	0.7406	74.06%
Estrogen receptor binding	+	0.6658	66.58%
Androgen receptor binding	+	0.6289	62.89%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.7365	73.65%
Aromatase binding	-	0.6497	64.97%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.8142	81.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL204	P00734	Thrombin	89.76%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.45%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.99%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.54%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.27%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.17%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 93648889
• LOTUS: LTS0051672
• wikiData: Q105177705