[(1R,4S,11R)-11-hydroxy-7-(hydroxymethyl)-4-[(3R)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl] 3-methylbut-2-enoate

Details

• Internal ID: 8e1f9397-6013-4946-9d58-baef6a65345a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4S,11R)-11-hydroxy-7-(hydroxymethyl)-4-[(3R)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl] 3-methylbut-2-enoate
• InChI: InChI=1S/C27H42O6/c1-19(2)17-24(30)33-23-12-15-26(6,13-9-20(3)25(4,5)32-8)14-10-21(18-28)22(29)11-16-27(23,7)31/h10-12,15-17,20,23,28,31H,9,13-14,18H2,1-8H3/t20-,23-,26+,27-/m1/s1
• InChI Key: ZPAVYDHHQKCJNL-UVTQQAOWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₆
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.29813906 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9478	94.78%
Caco-2	-	0.5758	57.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8348	83.48%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.8841	88.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6343	63.43%
BSEP inhibitior	+	0.9356	93.56%
P-glycoprotein inhibitior	+	0.7223	72.23%
P-glycoprotein substrate	+	0.6695	66.95%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9142	91.42%
CYP3A4 inhibition	-	0.6537	65.37%
CYP2C9 inhibition	-	0.6528	65.28%
CYP2C19 inhibition	-	0.7921	79.21%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	-	0.6601	66.01%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.8797	87.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.6443	64.43%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9328	93.28%
Skin irritation	-	0.6305	63.05%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5645	56.45%
skin sensitisation	-	0.7379	73.79%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8422	84.22%
Acute Oral Toxicity (c)	III	0.6780	67.80%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	-	0.5432	54.32%
Thyroid receptor binding	+	0.7274	72.74%
Glucocorticoid receptor binding	+	0.7840	78.40%
Aromatase binding	+	0.7533	75.33%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.5915	59.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.30%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.28%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.30%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.45%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.03%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.10%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.04%	90.08%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.36%	89.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.19%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.62%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.99%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.49%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.18%	97.09%

Plants that contains it

• Viburnum chingii

Cross-Links

• PubChem: 162869420
• LOTUS: LTS0115433
• wikiData: Q105380814