[(3S,8S,10S)-7-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-hydroxy-2-methylpropyl)oxolan-3-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,12,13,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 847e0e35-92d4-405e-a3e5-05cfa830c0cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,8S,10S)-7-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-hydroxy-2-methylpropyl)oxolan-3-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,12,13,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CC(C3(C2=CCC4C3(CCC4C5CC(OC5O)CC(C)(C)O)C)C)O)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]2(C(C1(C)C)CC([C@@]3(C2=CCC4C3(CCC4C5C[C@@H](O[C@@H]5O)CC(C)(C)O)C)C)O)C
• InChI: InChI=1S/C32H52O6/c1-18(33)37-26-12-13-30(6)23-10-9-22-20(21-15-19(38-27(21)35)17-28(2,3)36)11-14-31(22,7)32(23,8)25(34)16-24(30)29(26,4)5/h10,19-22,24-27,34-36H,9,11-17H2,1-8H3/t19-,20?,21?,22?,24?,25?,26+,27+,30-,31?,32+/m1/s1
• InChI Key: QUARCAYGECBTQS-UTNYUIOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₆
• Molecular Weight: 532.80 g/mol
• Exact Mass: 532.37638937 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.7214	72.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.7661	76.61%
OATP1B3 inhibitior	+	0.8451	84.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6907	69.07%
P-glycoprotein inhibitior	+	0.6415	64.15%
P-glycoprotein substrate	-	0.6324	63.24%
CYP3A4 substrate	+	0.7217	72.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	+	0.5274	52.74%
CYP2C9 inhibition	-	0.7298	72.98%
CYP2C19 inhibition	-	0.7754	77.54%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.7776	77.76%
CYP2C8 inhibition	+	0.6614	66.14%
CYP inhibitory promiscuity	-	0.6578	65.78%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9292	92.92%
Skin irritation	+	0.5424	54.24%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5090	50.90%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5675	56.75%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	I	0.7915	79.15%
Estrogen receptor binding	+	0.6775	67.75%
Androgen receptor binding	+	0.7799	77.99%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	+	0.6945	69.45%
PPAR gamma	+	0.5939	59.39%
Honey bee toxicity	-	0.6405	64.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.87%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.52%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.70%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.68%	97.79%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.42%	93.04%
CHEMBL5028	O14672	ADAM10	86.28%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.16%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.11%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.96%	91.07%
CHEMBL2581	P07339	Cathepsin D	83.83%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.85%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.75%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.47%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%
CHEMBL1871	P10275	Androgen Receptor	81.30%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.25%	97.28%

Plants that contains it

• Abrus precatorius
• Achillea millefolium
• Astragalus sinicus
• Cannabis sativa
• Combretum indicum
• Cucurbita moschata
• Lathyrus oleraceus
• Medicago sativa
• Mirabilis jalapa
• Morus alba
• Solanum lycopersicum
• Trigonella foenum-graecum

Cross-Links

• PubChem: 5322043
• NPASS: NPC234106