[8-(3-Hydroxy-5-oxohex-3-enyl)-1,1,4a,8a-tetramethyl-7-methylidene-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-2-yl] acetate

Details

• Internal ID: bb574e00-7456-4e8a-833c-cfc30974e692
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [8-(3-hydroxy-5-oxohex-3-enyl)-1,1,4a,8a-tetramethyl-7-methylidene-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-2-yl] acetate
• InChI: InChI=1S/C27H42O4/c1-17-8-11-23-26(6,21(17)10-9-20(30)16-18(2)28)14-12-22-25(4,5)24(31-19(3)29)13-15-27(22,23)7/h16,21-24,30H,1,8-15H2,2-7H3
• InChI Key: LAWKPPMBEOJCIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.30830982 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5590	55.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8225	82.25%
OATP2B1 inhibitior	-	0.7259	72.59%
OATP1B1 inhibitior	+	0.8030	80.30%
OATP1B3 inhibitior	-	0.2371	23.71%
MATE1 inhibitior	+	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8604	86.04%
P-glycoprotein inhibitior	+	0.6390	63.90%
P-glycoprotein substrate	-	0.7944	79.44%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.5470	54.70%
CYP2C9 inhibition	-	0.7886	78.86%
CYP2C19 inhibition	-	0.8346	83.46%
CYP2D6 inhibition	-	0.9663	96.63%
CYP1A2 inhibition	-	0.8972	89.72%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9482	94.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6754	67.54%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9104	91.04%
Skin irritation	+	0.5539	55.39%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7726	77.26%
skin sensitisation	-	0.6259	62.59%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6501	65.01%
Acute Oral Toxicity (c)	I	0.6886	68.86%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	+	0.6899	68.99%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.8467	84.67%
Aromatase binding	+	0.7970	79.70%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.7705	77.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.46%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.97%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.07%	82.69%
CHEMBL5028	O14672	ADAM10	83.47%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.59%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.62%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.53%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.36%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816681
• LOTUS: LTS0145199
• wikiData: Q104170777