[6-[2-[6-[4,5-Dihydroxy-2-[[2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-4,8-dioxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]oxan-3-yl]oxy-4-hydroxy-2-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 73eb79cd-25a2-407f-8af6-9e5e6fb4e4ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [6-[2-[6-[4,5-dihydroxy-2-[[2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-4,8-dioxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]oxan-3-yl]oxy-4-hydroxy-2-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(C(=O)CC6(C5=CCC4C3(C)C)C)C(OC7=O)(C)CCCC(=C)C)C)O)O)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(C(O1)COC(=O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(C(=O)CC6(C5=CCC4C3(C)C)C)C(OC7=O)(C)CCCC(=C)C)C)O)O)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(C(O1)COC(=O)C)O)O)O)O
• InChI: InChI=1S/C60H92O27/c1-24(2)11-10-16-59(9)49-29(63)19-58(8)28-12-13-34-56(5,6)35(15-17-57(34,7)27(28)14-18-60(49,58)55(75)87-59)82-53-47(37(67)31(65)22-78-53)86-54-48(85-50-41(71)36(66)30(64)21-77-50)43(73)45(25(3)79-54)83-52-44(74)46(39(69)32(20-61)80-52)84-51-42(72)40(70)38(68)33(81-51)23-76-26(4)62/h12,25,27,30-54,61,64-74H,1,10-11,13-23H2,2-9H3
• InChI Key: JZKXBSJDLLAXGA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₂O₂₇
• Molecular Weight: 1245.40 g/mol
• Exact Mass: 1244.58259765 g/mol
• Topological Polar Surface Area (TPSA): 405.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.83
• H-Bond Acceptor: 27
• H-Bond Donor: 12
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8249	82.49%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8531	85.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7747	77.47%
OATP1B3 inhibitior	+	0.8176	81.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9556	95.56%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6845	68.45%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.7537	75.37%
CYP2C9 inhibition	-	0.8161	81.61%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	+	0.7902	79.02%
CYP inhibitory promiscuity	-	0.9487	94.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5007	50.07%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8979	89.79%
Skin irritation	+	0.5192	51.92%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6195	61.95%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	+	0.7362	73.62%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	+	0.6434	64.34%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8176	81.76%
Honey bee toxicity	-	0.6504	65.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5350	53.50%
Fish aquatic toxicity	+	0.9841	98.41%

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.78%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.01%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.32%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.54%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.91%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	88.85%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.76%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.66%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.90%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.78%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.64%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.82%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.16%	90.08%
CHEMBL5028	O14672	ADAM10	80.05%	97.50%

Plants that contains it

• Micromeles japonica

Cross-Links

• PubChem: 73813268
• LOTUS: LTS0124183
• wikiData: Q105137451