[(3S,5R,8R,9R,10R,12R,13R,14R,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-12,16-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: e1c5d43a-899f-4424-883a-a44aa2ce068e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,8R,9R,10R,12R,13R,14R,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-12,16-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC(C4C3(CC(C4C(C)(CC=CC(C)(C)O)O)O)C)O)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(C[C@@H]([C@@H]4[C@](C)(C/C=C/C(C)(C)O)O)O)C)O)C)C
• InChI: InChI=1S/C32H54O6/c1-19(33)38-24-12-15-29(6)22(28(24,4)5)11-16-30(7)23(29)17-20(34)25-26(21(35)18-31(25,30)8)32(9,37)14-10-13-27(2,3)36/h10,13,20-26,34-37H,11-12,14-18H2,1-9H3/b13-10+/t20-,21+,22+,23-,24+,25-,26+,29+,30-,31-,32+/m1/s1
• InChI Key: VALAXEYEBMDLKX-QTHSIUSRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₆
• Molecular Weight: 534.80 g/mol
• Exact Mass: 534.39203944 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.7596	75.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6710	67.10%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.7932	79.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7897	78.97%
P-glycoprotein inhibitior	+	0.6734	67.34%
P-glycoprotein substrate	-	0.6876	68.76%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7626	76.26%
CYP2C9 inhibition	-	0.8470	84.70%
CYP2C19 inhibition	-	0.8472	84.72%
CYP2D6 inhibition	-	0.9621	96.21%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.5539	55.39%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7042	70.42%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9344	93.44%
Skin irritation	+	0.6590	65.90%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.7711	77.11%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6785	67.85%
Acute Oral Toxicity (c)	I	0.8283	82.83%
Estrogen receptor binding	+	0.7147	71.47%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.6552	65.52%
Aromatase binding	+	0.7776	77.76%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.5969	59.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	98.06%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.15%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.08%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.01%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.92%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.70%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.48%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	84.59%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.28%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.10%	95.58%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.56%	92.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.22%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.91%	100.00%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.87%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.53%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.36%	97.28%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.35%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.81%	85.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.75%	89.50%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	80.28%	97.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.28%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.09%	96.95%

Plants that contains it

• Commiphora confusa

Cross-Links

• PubChem: 11734198
• LOTUS: LTS0230568
• wikiData: Q105282834