Taraxeryl acetate

Details

• Internal ID: c7e45989-2d2e-4662-8e7f-2214fcdbbd07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: (4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC4(C3=CCC5(C4CC(CC5)(C)C)C)C)C)C
• SMILES (Isomeric): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC4(C3=CCC5(C4CC(CC5)(C)C)C)C)C)C
• InChI: InChI=1S/C32H52O2/c1-21(33)34-26-13-17-30(7)22(28(26,4)5)11-15-31(8)23-10-14-29(6)19-18-27(2,3)20-25(29)32(23,9)16-12-24(30)31/h10,22,24-26H,11-20H2,1-9H3
• InChI Key: YWJGYBXHXATAQY-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.90
• Atomic LogP (AlogP): 8.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 2189-80-2
• (4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-yl) acetate
• FT-0775541

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5285	52.85%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.7252	72.52%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8751	87.51%
P-glycoprotein inhibitior	+	0.6355	63.55%
P-glycoprotein substrate	-	0.8771	87.71%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	+	0.7404	74.04%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.6623	66.23%
CYP inhibitory promiscuity	-	0.8356	83.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4710	47.10%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.5106	51.06%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7790	77.90%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	+	0.6846	68.46%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.8335	83.35%
Androgen receptor binding	+	0.6243	62.43%
Thyroid receptor binding	+	0.6720	67.20%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	+	0.7375	73.75%
PPAR gamma	+	0.6684	66.84%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9965	99.65%

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	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.44%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.30%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.11%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.08%	92.94%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%

Plants that contains it

• Atractylodes macrocephala
• Baccharoides anthelmintica
• Betula alnoides
• Broussonetia papyrifera
• Diospyros rhodocalyx
• Eleutherococcus trifoliatus
• Euphorbia sapinii
• Euphorbia stygiana
• Euphorbia watanabei
• Ixeris chinensis
• Koelpinia linearis
• Manilkara hexandra
• Oreoseris gossypina
• Petrosedum montanum
• Pieris japonica
• Pouteria caimito
• Pterogyne nitens
• Sedum sexangulare
• Taraxacum japonicum

Cross-Links

• PubChem: 5205968
• LOTUS: LTS0047312
• wikiData: Q104202147