16-[5-[4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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-hydroxyoxan-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: dd9efb50-1dd6-4f29-bc84-7bd8ad3c38a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 16-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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-hydroxyoxan-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)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)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)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)CO)O)OC)O)O
• InChI: InChI=1S/C67H110O32/c1-26(2)12-11-17-66(8)36-15-19-65(7)28-13-14-35-63(4,5)38(16-18-64(35,6)29(28)20-37(72)67(36,65)62(84)99-66)94-61-55(43(77)34(25-87-61)93-57-48(82)53(41(75)32(23-70)89-57)96-58-46(80)51(85-9)39(73)30(21-68)90-58)98-56-45(79)44(78)50(27(3)88-56)95-60-49(83)54(42(76)33(24-71)92-60)97-59-47(81)52(86-10)40(74)31(22-69)91-59/h20,26-28,30-61,68-83H,11-19,21-25H2,1-10H3
• InChI Key: QJXYVWRUWRZFBA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₁₁₀O₃₂
• Molecular Weight: 1427.60 g/mol
• Exact Mass: 1426.6980213 g/mol
• Topological Polar Surface Area (TPSA): 479.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -4.03
• H-Bond Acceptor: 32
• H-Bond Donor: 16
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8186	81.86%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8563	85.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	+	0.8146	81.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9492	94.92%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6950	69.50%
CYP3A4 substrate	+	0.7461	74.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9425	94.25%
CYP2C9 inhibition	-	0.8658	86.58%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7907	79.07%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6762	67.62%
skin sensitisation	-	0.8970	89.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.6714	67.14%
Glucocorticoid receptor binding	+	0.7880	78.80%
Aromatase binding	+	0.6729	67.29%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6412	64.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9460	94.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	91.75%	92.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.82%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.88%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.59%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.21%	97.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.07%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.22%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.92%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.93%	92.88%
CHEMBL4072	P07858	Cathepsin B	83.53%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.69%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.25%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.86%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.71%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.10%	93.00%
CHEMBL5028	O14672	ADAM10	80.02%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 157056
• LOTUS: LTS0206056
• wikiData: Q105222960