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

Details

• Internal ID: 0fad4e84-e8e8-4edf-a54b-7bfb375b0404
• 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-[(Z)-2-methylbut-2-enoyl]oxy-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoate
• InChI: InChI=1S/C28H44O6/c1-10-18(3)26(31)34-25-24(33-21(6)29)20(5)27(7,15-14-17(2)16-23(30)32-9)22-13-11-12-19(4)28(22,25)8/h10,12,17,20,22,24-25H,11,13-16H2,1-9H3/b18-10-/t17-,20-,22-,24-,25+,27+,28+/m1/s1
• InChI Key: OVYJNAOQXYCQCY-KYCCJQBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄O₆
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.31378912 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.79
• 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	+	0.9921	99.21%
Caco-2	+	0.5083	50.83%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7958	79.58%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	+	0.8836	88.36%
P-glycoprotein substrate	+	0.5147	51.47%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.7211	72.11%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.9286	92.86%
CYP2C8 inhibition	-	0.6477	64.77%
CYP inhibitory promiscuity	-	0.8679	86.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9163	91.63%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.5757	57.57%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	-	0.7297	72.97%
Human Ether-a-go-go-Related Gene inhibition	+	0.6988	69.88%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.7738	77.38%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.7587	75.87%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	+	0.6949	69.49%
PPAR gamma	+	0.5991	59.91%
Honey bee toxicity	-	0.6508	65.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	97.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.43%	97.21%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.13%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.99%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.43%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.24%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.36%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.92%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.83%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.74%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.02%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.92%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL5028	O14672	ADAM10	81.30%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.29%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.19%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.94%	96.95%

Plants that contains it

• Chromolaena connivens

Cross-Links

• PubChem: 163036828
• LOTUS: LTS0122090
• wikiData: Q105201648