[3-(Acetyloxymethyl)-5-[1,4a,5-trimethyl-2-[(3,4,5-triacetyloxyoxan-2-yl)oxymethyl]-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pent-2-enyl] acetate

Details

• Internal ID: d6fd9a9d-f8dd-45e0-8881-e9b9f98b4a71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [3-(acetyloxymethyl)-5-[1,4a,5-trimethyl-2-[(3,4,5-triacetyloxyoxan-2-yl)oxymethyl]-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pent-2-enyl] acetate
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC(=CCOC(=O)C)COC(=O)C)COC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1=CCCC2C1(CCC(C2(C)CCC(=CCOC(=O)C)COC(=O)C)COC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C35H52O12/c1-21-10-9-11-30-34(21,7)16-13-28(35(30,8)15-12-27(18-42-23(3)37)14-17-41-22(2)36)19-43-33-32(47-26(6)40)31(46-25(5)39)29(20-44-33)45-24(4)38/h10,14,28-33H,9,11-13,15-20H2,1-8H3
• InChI Key: JFEZDJGJMIUILI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	-	0.8106	81.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7888	78.88%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8387	83.87%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9773	97.73%
P-glycoprotein inhibitior	+	0.8582	85.82%
P-glycoprotein substrate	-	0.5903	59.03%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.8926	89.26%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.7216	72.16%
CYP2C8 inhibition	+	0.6582	65.82%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5066	50.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.3880	38.80%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.4723	47.23%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.6526	65.26%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7290	72.90%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9839	98.39%

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	98.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL5028	O14672	ADAM10	87.94%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.16%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	85.85%	92.50%
CHEMBL4040	P28482	MAP kinase ERK2	85.75%	83.82%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.91%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.13%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.41%	83.57%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.38%	95.52%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.45%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.71%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	80.22%	94.75%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 163021695
• LOTUS: LTS0162431
• wikiData: Q105126669