(8-acetyloxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a-dodecahydro-1H-picen-3-yl) acetate

Details

• Internal ID: 38012ebd-d229-4003-958a-afccf5a7e466
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (8-acetyloxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a-dodecahydro-1H-picen-3-yl) acetate
• SMILES (Canonical): CC1CCC2(C(CC3(C(=CC=C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)OC(=O)C)C
• SMILES (Isomeric): CC1CCC2(C(CC3(C(=CC=C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)OC(=O)C)C
• InChI: InChI=1S/C34H52O4/c1-20-13-16-32(8)28(38-23(4)36)19-34(10)24(29(32)21(20)2)11-12-26-31(7)17-15-27(37-22(3)35)30(5,6)25(31)14-18-33(26,34)9/h11-12,20-21,25,27-29H,13-19H2,1-10H3
• InChI Key: UWSPZPAUHRUHAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₄
• Molecular Weight: 524.80 g/mol
• Exact Mass: 524.38656014 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 8.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.6275	62.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8588	85.88%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8163	81.63%
OATP1B3 inhibitior	+	0.8330	83.30%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	+	0.8230	82.30%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.7194	71.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.7364	73.64%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8988	89.88%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9186	91.86%
Skin irritation	+	0.5155	51.55%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.5301	53.01%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7602	76.02%
Acute Oral Toxicity (c)	III	0.8612	86.12%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	+	0.6686	66.86%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.7416	74.16%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
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	97.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.75%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	88.62%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.32%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.45%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.43%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.29%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.72%	95.56%

Plants that contains it

• Trattinnickia burserifolia

Cross-Links

• PubChem: 162915853
• LOTUS: LTS0060759
• wikiData: Q104199020