methyl (3R)-5-[(1R,2S,3R,4R,4aR,8aR)-3-acetyloxy-1,2,4a,5-tetramethyl-4-(2-methylpropanoyloxy)-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoate

Details

• Internal ID: d03afd2f-12ac-4c8b-88c3-6dce72d27161
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (3R)-5-[(1R,2S,3R,4R,4aR,8aR)-3-acetyloxy-1,2,4a,5-tetramethyl-4-(2-methylpropanoyloxy)-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoate
• InChI: InChI=1S/C27H44O6/c1-16(2)25(30)33-24-23(32-20(6)28)19(5)26(7,14-13-17(3)15-22(29)31-9)21-12-10-11-18(4)27(21,24)8/h11,16-17,19,21,23-24H,10,12-15H2,1-9H3/t17-,19-,21-,23-,24+,26+,27+/m1/s1
• InChI Key: HDRARQYTZDKSAS-PJYHHDOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₆
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.31378912 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.5257	52.57%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8321	83.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.8502	85.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8216	82.16%
P-glycoprotein inhibitior	+	0.8534	85.34%
P-glycoprotein substrate	-	0.5089	50.89%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.6766	67.66%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9323	93.23%
CYP2C8 inhibition	-	0.6512	65.12%
CYP inhibitory promiscuity	-	0.8523	85.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9063	90.63%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.6250	62.50%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	-	0.7920	79.20%
Human Ether-a-go-go-Related Gene inhibition	-	0.4272	42.72%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5505	55.05%
skin sensitisation	-	0.6697	66.97%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	+	0.6727	67.27%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	+	0.7019	70.19%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.6293	62.93%
Honey bee toxicity	-	0.6621	66.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	97.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.54%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.17%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	88.24%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.22%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.45%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.14%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.14%	94.33%
CHEMBL5028	O14672	ADAM10	84.90%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.80%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.28%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.23%	94.80%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.99%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.79%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.36%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.83%	90.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.80%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%

Plants that contains it

• Chromolaena connivens

Cross-Links

• PubChem: 162994035
• LOTUS: LTS0066782
• wikiData: Q105026493