[3-Acetyloxy-8a-(acetyloxymethyl)-6-hydroxy-8-(3-hydroxy-3-methylpent-4-enyl)-4,4,7-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 4e7dc612-fa4f-4e03-9f2f-970c022bbed6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [3-acetyloxy-8a-(acetyloxymethyl)-6-hydroxy-8-(3-hydroxy-3-methylpent-4-enyl)-4,4,7-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(CC(C(=C2CCC(C)(C=C)O)C)O)C(C1OC(=O)C)(C)C)COC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2(C(CC(C(=C2CCC(C)(C=C)O)C)O)C(C1OC(=O)C)(C)C)COC(=O)C
• InChI: InChI=1S/C29H44O8/c1-10-17(3)26(33)37-23-15-29(16-35-19(5)30)21(12-13-28(9,34)11-2)18(4)22(32)14-24(29)27(7,8)25(23)36-20(6)31/h10-11,22-25,32,34H,2,12-16H2,1,3-9H3
• InChI Key: WKWBYQWUOKRHBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.30361836 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.6941	69.41%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9038	90.38%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.8545	85.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6025	60.25%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.7593	75.93%
P-glycoprotein substrate	+	0.5186	51.86%
CYP3A4 substrate	+	0.7043	70.43%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.6632	66.32%
CYP2C9 inhibition	-	0.7966	79.66%
CYP2C19 inhibition	-	0.8888	88.88%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	+	0.6383	63.83%
CYP inhibitory promiscuity	-	0.8986	89.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7284	72.84%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9046	90.46%
Skin irritation	+	0.5202	52.02%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3631	36.31%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7072	70.72%
skin sensitisation	-	0.7749	77.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6537	65.37%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.6093	60.93%
Thyroid receptor binding	+	0.5232	52.32%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.7257	72.57%
PPAR gamma	+	0.7032	70.32%
Honey bee toxicity	-	0.5379	53.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.06%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.47%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.76%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	89.73%	81.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.98%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	87.97%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.09%	93.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.56%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.15%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.99%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.49%	95.58%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.96%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.28%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.13%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL5028	O14672	ADAM10	80.82%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.32%	96.90%

Plants that contains it

• Waitzia acuminata

Cross-Links

• PubChem: 162912007
• LOTUS: LTS0162708
• wikiData: Q105307759