[3-(3,4-Dihydroxy-5,6-dimethyloxan-2-yl)oxy-5-hydroxy-2-[[14-hydroxy-15-[4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate

Details

• Internal ID: 8be95b3d-9785-47aa-8af9-5d8302d21af5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3-(3,4-dihydroxy-5,6-dimethyloxan-2-yl)oxy-5-hydroxy-2-[[14-hydroxy-15-[4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate
• SMILES (Canonical): CC1C(OC(C(C1O)O)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CC(CO9)C(C)(C)O)C)C)O)OC(=O)C)C
• SMILES (Isomeric): CC1C(OC(C(C1O)O)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CC(CO9)C(C)(C)O)C)C)O)OC(=O)C)C
• InChI: InChI=1S/C49H80O17/c1-22-23(2)62-41(34(56)32(22)54)66-37-36(63-24(3)50)28(53)20-60-42(37)65-31-11-12-49-21-48(49)14-13-45(8)38(47(10)16-25(18-61-47)44(6,7)58)26(51)17-46(45,9)30(48)15-29(39(49)43(31,4)5)64-40-35(57)33(55)27(52)19-59-40/h22-23,25-42,51-58H,11-21H2,1-10H3
• InChI Key: ZHQBNTPDRLXFNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₇
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.53955108 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7990	79.90%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.7038	70.38%
P-glycoprotein inhibitior	+	0.7663	76.63%
P-glycoprotein substrate	+	0.6418	64.18%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.7638	76.38%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7109	71.09%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7545	75.45%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8686	86.86%
Acute Oral Toxicity (c)	I	0.5902	59.02%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.7579	75.79%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.7870	78.70%
Honey bee toxicity	-	0.5968	59.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9389	93.89%

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	97.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.13%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.73%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.52%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.07%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	89.72%	92.98%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.37%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.97%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.81%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.64%	96.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.35%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.62%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.61%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.28%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	82.04%	95.00%
CHEMBL204	P00734	Thrombin	81.93%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.86%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.05%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.03%	95.38%

Plants that contains it

• Astragalus babatagi

Cross-Links

• PubChem: 162865913
• LOTUS: LTS0252004
• wikiData: Q105375930