[(1S,6R,8R,11R,12S,15S,16R,19R,21R)-19-methoxy-1,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-enyl] acetate

Details

• Internal ID: 07bdd7e3-e457-45df-8b85-8b02cc454411
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,6R,8R,11R,12S,15S,16R,19R,21R)-19-methoxy-1,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-enyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C3CCC4C(CCC5C4(CCC(C5(C)C)OC)C)(CC3=CCC2C1(C)C)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CC[C@@]2([C@H]3CC[C@H]4[C@@](CC[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC)C)(CC3=CC[C@H]2C1(C)C)C)C
• InChI: InChI=1S/C33H54O3/c1-21(34)36-28-16-18-32(7)23-11-13-26-31(6,20-22(23)10-12-24(32)30(28,4)5)17-14-25-29(2,3)27(35-9)15-19-33(25,26)8/h10,23-28H,11-20H2,1-9H3/t23-,24-,25-,26-,27+,28+,31-,32+,33-/m0/s1
• InChI Key: SUFSTXHWPMIZLJ-YEZIJQDSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₃
• Molecular Weight: 498.80 g/mol
• Exact Mass: 498.40729558 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 8.36
• H-Bond Acceptor: 3
• 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	+	0.9970	99.70%
Caco-2	-	0.5900	59.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7762	77.62%
P-glycoprotein inhibitior	+	0.6744	67.44%
P-glycoprotein substrate	-	0.7686	76.86%
CYP3A4 substrate	+	0.6809	68.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8298	82.98%
CYP2C9 inhibition	-	0.6897	68.97%
CYP2C19 inhibition	-	0.5300	53.00%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8459	84.59%
CYP2C8 inhibition	-	0.5769	57.69%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.5416	54.16%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9223	92.23%
Skin irritation	-	0.5997	59.97%
Skin corrosion	-	0.9809	98.09%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7816	78.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7084	70.84%
skin sensitisation	-	0.5533	55.33%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6408	64.08%
Acute Oral Toxicity (c)	III	0.7745	77.45%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.6356	63.56%
Thyroid receptor binding	+	0.5502	55.02%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	+	0.5891	58.91%
PPAR gamma	+	0.6415	64.15%
Honey bee toxicity	-	0.6574	65.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.59%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.10%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.04%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.76%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.05%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	84.39%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	82.37%	83.82%

Plants that contains it

• Picea obovata

Cross-Links

• PubChem: 14730906
• LOTUS: LTS0232924
• wikiData: Q105260879