(3R)-5-[(1R,4aR,7S,8aS)-7-[(2S,3R)-2-hydroxy-2-methyl-3-[(Z)-2-methylbut-2-enoyl]oxybutanoyl]oxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 1cf8ab6e-c417-4b7c-a2b8-cd1d077ad888
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R)-5-[(1R,4aR,7S,8aS)-7-[(2S,3R)-2-hydroxy-2-methyl-3-[(Z)-2-methylbut-2-enoyl]oxybutanoyl]oxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C30H48O7/c1-10-19(3)26(33)36-21(5)30(9,35)27(34)37-22-16-28(6,7)24-14-12-20(4)23(29(24,8)17-22)13-11-18(2)15-25(31)32/h10,12,18,21-24,35H,11,13-17H2,1-9H3,(H,31,32)/b19-10-/t18-,21-,22+,23-,24-,29-,30+/m1/s1
• InChI Key: IEWPUDRMTVALDE-SAOMSMQNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₇
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.34000387 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.7008	70.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8221	82.21%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.7895	78.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8366	83.66%
P-glycoprotein inhibitior	+	0.7202	72.02%
P-glycoprotein substrate	+	0.5501	55.01%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9225	92.25%
CYP3A4 inhibition	-	0.6923	69.23%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.8631	86.31%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	+	0.5509	55.09%
CYP inhibitory promiscuity	-	0.9142	91.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9371	93.71%
Skin irritation	+	0.6598	65.98%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6521	65.21%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.7021	70.21%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5388	53.88%
Acute Oral Toxicity (c)	I	0.6148	61.48%
Estrogen receptor binding	+	0.6964	69.64%
Androgen receptor binding	+	0.5571	55.71%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	+	0.7306	73.06%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.7497	74.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	96.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.87%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.64%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.38%	93.56%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.63%	94.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	91.12%	94.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.63%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.12%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.25%	93.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.00%	97.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.55%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.44%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.94%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.13%	82.69%

Plants that contains it

• Brickellia laciniata

Cross-Links

• PubChem: 162981737
• LOTUS: LTS0106911
• wikiData: Q105112006