(1R,2R,4S,6R,8S,9Z,11S)-8-hydroxy-9-methyl-2-[(Z)-2-methylbut-2-enoxy]-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one

Details

• Internal ID: 541cbac9-30dd-467b-a610-7d056855d6a2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2R,4S,6R,8S,9Z,11S)-8-hydroxy-9-methyl-2-[(Z)-2-methylbut-2-enoxy]-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one
• InChI: InChI=1S/C19H26O5/c1-5-10(2)9-22-16-8-15-14(23-15)7-13(20)11(3)6-17-18(16)12(4)19(21)24-17/h5-6,13-18,20H,4,7-9H2,1-3H3/b10-5-,11-6-/t13-,14+,15-,16+,17-,18+/m0/s1
• InChI Key: DMVINTHATJOGFW-FBSCUJDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5947	59.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5931	59.31%
P-glycoprotein inhibitior	-	0.5586	55.86%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.8082	80.82%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.6452	64.52%
CYP2C8 inhibition	-	0.7574	75.74%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9340	93.40%
Skin irritation	-	0.6365	63.65%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7093	70.93%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7220	72.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5099	50.99%
Acute Oral Toxicity (c)	III	0.4024	40.24%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	+	0.5437	54.37%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	-	0.5463	54.63%
PPAR gamma	-	0.5365	53.65%
Honey bee toxicity	-	0.7774	77.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.70%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.25%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.68%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.76%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.60%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.39%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.76%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162925556
• LOTUS: LTS0168075
• wikiData: Q104985346