[(E)-5-[(1S,4aS,5R,8aS)-2,5-bis(acetyloxymethyl)-5,8a-dimethyl-6-oxo-4,4a,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

Details

• Internal ID: 656ed862-0759-4e9b-be54-eb374d55c0c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E)-5-[(1S,4aS,5R,8aS)-2,5-bis(acetyloxymethyl)-5,8a-dimethyl-6-oxo-4,4a,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate
• InChI: InChI=1S/C26H38O7/c1-17(12-14-31-18(2)27)7-9-22-21(15-32-19(3)28)8-10-23-25(22,5)13-11-24(30)26(23,6)16-33-20(4)29/h8,12,22-23H,7,9-11,13-16H2,1-6H3/b17-12+/t22-,23+,25+,26+/m1/s1
• InChI Key: QCUWSJLOVAEKSM-RTCTZIPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₇
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.26175355 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5230	52.30%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.8368	83.68%
P-glycoprotein substrate	-	0.7526	75.26%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.8852	88.52%
CYP2C19 inhibition	-	0.7908	79.08%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8347	83.47%
CYP2C8 inhibition	+	0.4939	49.39%
CYP inhibitory promiscuity	-	0.8422	84.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5263	52.63%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.6110	61.10%
Skin corrosion	-	0.9782	97.82%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3898	38.98%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5447	54.47%
Acute Oral Toxicity (c)	III	0.6771	67.71%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	+	0.8442	84.42%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.02%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	85.92%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.07%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%

Plants that contains it

• Vitex cauliflora

Cross-Links

• PubChem: 163028660
• LOTUS: LTS0158614
• wikiData: Q105218609