[(1R,3S,3aR,5aS,5bS,6S,7aR,9R,10R,11aS,13aR,13bR)-1,6-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-10-yl] acetate

Details

• Internal ID: dae94491-90a7-435a-af36-8d77c823e662
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3S,3aR,5aS,5bS,6S,7aR,9R,10R,11aS,13aR,13bR)-1,6-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-10-yl] acetate
• InChI: InChI=1S/C38H62O11/c1-18(2)21-13-23(43)31-37(8)10-9-20-27(36(37,7)11-12-38(21,31)17-40)22(42)14-26-34(4,5)32(24(47-19(3)41)15-35(20,26)6)49-33-30(46)29(45)28(44)25(16-39)48-33/h9,18,21-33,39-40,42-46H,10-17H2,1-8H3/t21-,22-,23+,24+,25+,26-,27-,28+,29-,30+,31+,32-,33-,35+,36-,37+,38+/m0/s1
• InChI Key: BXQZZMXPFIPSLD-JIVQXPRASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₁
• Molecular Weight: 694.90 g/mol
• Exact Mass: 694.42921279 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8580	85.80%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	-	0.2991	29.91%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.6788	67.88%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.5681	56.81%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9253	92.53%
CYP2C9 inhibition	-	0.8446	84.46%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.8597	85.97%
CYP2C8 inhibition	+	0.6276	62.76%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6791	67.91%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.5537	55.37%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6092	60.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7680	76.80%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7183	71.83%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6155	61.55%
Acute Oral Toxicity (c)	III	0.6876	68.76%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6137	61.37%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.6411	64.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.42%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.20%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.92%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.85%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.55%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.15%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.87%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.58%	97.28%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.13%	89.05%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.47%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.28%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.02%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.45%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.82%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.36%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.61%	94.00%
CHEMBL5028	O14672	ADAM10	81.38%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.04%	93.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.83%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.23%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.08%	91.07%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 101243331
• LOTUS: LTS0270122
• wikiData: Q104948187