16-[3-[5-[4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-10-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one

Details

• Internal ID: 2471bfd0-5314-42c0-8893-978a25153603
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 16-[3-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-10-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CC(C67C5(CCC6C(OC7=O)(C)CCCC(C)C)C)O)C)O)O)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CC(C67C5(CCC6C(OC7=O)(C)CCCC(C)C)C)O)C)O)O)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC)O)O
• InChI: InChI=1S/C54H88O22/c1-23(2)11-10-16-53(8)31-14-18-52(7)25-12-13-30-50(4,5)33(15-17-51(30,6)26(25)19-32(58)54(31,52)49(66)76-53)72-48-44(34(59)27(57)22-68-48)75-45-38(63)37(62)41(24(3)69-45)73-47-40(65)43(36(61)29(21-56)71-47)74-46-39(64)42(67-9)35(60)28(20-55)70-46/h19,23-25,27-48,55-65H,10-18,20-22H2,1-9H3
• InChI Key: STQXEEIUKGDBIY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8502	85.02%
Caco-2	-	0.8755	87.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8066	80.66%
OATP1B3 inhibitior	+	0.8600	86.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	+	0.6929	69.29%
CYP3A4 substrate	+	0.7433	74.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.9050	90.50%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.9110	91.10%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5066	50.66%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.5705	57.05%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6738	67.38%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8861	88.61%
Acute Oral Toxicity (c)	III	0.5097	50.97%
Estrogen receptor binding	+	0.8285	82.85%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.6162	61.62%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.8316	83.16%
Honey bee toxicity	-	0.6609	66.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9207	92.07%

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	97.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.92%	94.75%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	90.88%	92.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.11%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.58%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.57%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.51%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.36%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.85%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.40%	97.36%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.05%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.99%	100.00%
CHEMBL4072	P07858	Cathepsin B	83.72%	93.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.56%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.88%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.53%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.22%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.11%	92.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.87%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.74%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.00%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13391668
• LOTUS: LTS0136770
• wikiData: Q105260553