[(1'R,3R,4'S,5R,8R,9R,10R,12R,13R,14R,17R)-12-hydroxy-1'-(2-hydroxypropan-2-yl)-4,4,4',8,10,14-hexamethylspiro[1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-17,3'-2,7-dioxabicyclo[2.2.1]heptane]-3-yl] acetate

Details

• Internal ID: be88da40-497d-4dca-9a5c-b1b9ac12253c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1'R,3R,4'S,5R,8R,9R,10R,12R,13R,14R,17R)-12-hydroxy-1'-(2-hydroxypropan-2-yl)-4,4,4',8,10,14-hexamethylspiro[1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-17,3'-2,7-dioxabicyclo[2.2.1]heptane]-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC(C4C3(CCC45C6(CCC(O6)(O5)C(C)(C)O)C)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(CC[C@]45[C@@]6(CC[C@@](O6)(O5)C(C)(C)O)C)C)O)C)C
• InChI: InChI=1S/C32H52O6/c1-19(33)36-23-11-12-27(6)21(25(23,2)3)10-13-28(7)22(27)18-20(34)24-29(28,8)14-16-31(24)30(9)15-17-32(37-30,38-31)26(4,5)35/h20-24,34-35H,10-18H2,1-9H3/t20-,21+,22-,23-,24+,27+,28-,29-,30+,31-,32-/m1/s1
• InChI Key: RXBLJXFGQJJUDL-HPYAPKKGSA-N
• Popularity: 1 reference 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): 85.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.76
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9548	95.48%
Caco-2	-	0.7470	74.70%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.7802	78.02%
OATP1B3 inhibitior	+	0.7986	79.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	+	0.8399	83.99%
P-glycoprotein inhibitior	+	0.5962	59.62%
P-glycoprotein substrate	-	0.7096	70.96%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8167	81.67%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.8756	87.56%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.8055	80.55%
CYP2C8 inhibition	+	0.5386	53.86%
CYP inhibitory promiscuity	-	0.9657	96.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.5176	51.76%
Skin corrosion	-	0.8926	89.26%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5908	59.08%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4949	49.49%
Acute Oral Toxicity (c)	I	0.5934	59.34%
Estrogen receptor binding	+	0.6614	66.14%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.6902	69.02%
Aromatase binding	+	0.7738	77.38%
PPAR gamma	+	0.6338	63.38%
Honey bee toxicity	-	0.6341	63.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9424	94.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.32%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.09%	82.69%
CHEMBL204	P00734	Thrombin	93.85%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.99%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.81%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.36%	91.19%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.91%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.38%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.23%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.79%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.41%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.01%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.22%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.99%	91.07%
CHEMBL259	P32245	Melanocortin receptor 4	82.72%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.51%	92.94%
CHEMBL5028	O14672	ADAM10	82.36%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.21%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.03%	83.82%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.01%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.84%	85.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.62%	82.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.08%	89.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.65%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Cleome africana

Cross-Links

• PubChem: 102066546
• LOTUS: LTS0232889
• wikiData: Q105246904