[8a-(acetyloxymethyl)-6-hydroxy-8-(3-hydroxy-3-methylpent-4-enyl)-4,4-dimethyl-7-methylidene-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 65e824e2-2237-497d-99a4-aee7bf0085f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [8a-(acetyloxymethyl)-6-hydroxy-8-(3-hydroxy-3-methylpent-4-enyl)-4,4-dimethyl-7-methylidene-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2CC(C(=C)C(C2(C1)COC(=O)C)CCC(C)(C=C)O)O)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(C2CC(C(=C)C(C2(C1)COC(=O)C)CCC(C)(C=C)O)O)(C)C
• InChI: InChI=1S/C27H42O6/c1-9-17(3)24(30)33-20-14-25(6,7)23-13-22(29)18(4)21(11-12-26(8,31)10-2)27(23,15-20)16-32-19(5)28/h9-10,20-23,29,31H,2,4,11-16H2,1,3,5-8H3
• InChI Key: NTBUNIPLWOGODD-UHFFFAOYSA-N
• Popularity: 0 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: 4.00
• Atomic LogP (AlogP): 4.50
• 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	+	0.9887	98.87%
Caco-2	-	0.5697	56.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9071	90.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6275	62.75%
BSEP inhibitior	+	0.9384	93.84%
P-glycoprotein inhibitior	+	0.6125	61.25%
P-glycoprotein substrate	+	0.5129	51.29%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.6399	63.99%
CYP2C9 inhibition	-	0.8115	81.15%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.8783	87.83%
CYP2C8 inhibition	+	0.6412	64.12%
CYP inhibitory promiscuity	-	0.8694	86.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7156	71.56%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.5162	51.62%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7756	77.56%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7253	72.53%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5581	55.81%
Acute Oral Toxicity (c)	III	0.7812	78.12%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.7308	73.08%
PPAR gamma	+	0.6209	62.09%
Honey bee toxicity	-	0.6521	65.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	96.90%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.66%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.88%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.63%	90.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.74%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	87.14%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	86.57%	94.75%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.96%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.91%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.46%	89.34%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.13%	81.29%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.49%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	80.39%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.37%	92.94%

Plants that contains it

• Waitzia acuminata

Cross-Links

• PubChem: 163039090
• LOTUS: LTS0232310
• wikiData: Q105185360