[3-(Acetyloxymethyl)-5-[5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pentyl] acetate

Details

• Internal ID: a73e6570-dd21-4b79-9f0a-b647808f4f2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [3-(acetyloxymethyl)-5-[5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pentyl] acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(CCOC(=O)C)COC(=O)C)CCC=C2COC(=O)C)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(CCOC(=O)C)COC(=O)C)CCC=C2COC(=O)C)C
• InChI: InChI=1S/C26H42O6/c1-18-10-13-26(6)23(17-32-21(4)29)8-7-9-24(26)25(18,5)14-11-22(16-31-20(3)28)12-15-30-19(2)27/h8,18,22,24H,7,9-17H2,1-6H3
• InChI Key: DXNOFIKRWWYVGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₆
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.29813906 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.4915	49.15%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9885	98.85%
P-glycoprotein inhibitior	+	0.7156	71.56%
P-glycoprotein substrate	-	0.6945	69.45%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.7555	75.55%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	+	0.4438	44.38%
CYP inhibitory promiscuity	-	0.6178	61.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.8912	89.12%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9855	98.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7414	74.14%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5553	55.53%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.5792	57.92%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.7056	70.56%
PPAR gamma	+	0.5242	52.42%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.88%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	83.39%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.53%	82.69%

Plants that contains it

• Baccharis rhomboidalis

Cross-Links

• PubChem: 163021475
• LOTUS: LTS0066226
• wikiData: Q104991082