[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 2-hydroxy-2-[3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoate

Details

• Internal ID: cdc1914d-f12b-42c0-aaff-9aab1c8374cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 2-hydroxy-2-[3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O
• InChI: InChI=1S/C60H100O28/c1-24(2)10-9-16-60(78,55(77)88-53-48(43(73)38(68)30(22-63)82-53)86-52-46(76)42(72)37(67)29(21-62)81-52)27-13-18-58(7)26(27)11-12-33-57(6)17-15-34(56(4,5)32(57)14-19-59(33,58)8)84-54-49(87-50-44(74)40(70)35(65)25(3)79-50)47(39(69)31(23-64)83-54)85-51-45(75)41(71)36(66)28(20-61)80-51/h10,25-54,61-76,78H,9,11-23H2,1-8H3
• InChI Key: PKLXKQXMNWSGHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₀₀O₂₈
• Molecular Weight: 1269.40 g/mol
• Exact Mass: 1268.64011253 g/mol
• Topological Polar Surface Area (TPSA): 453.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -3.82
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7909	79.09%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9202	92.02%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.6441	64.41%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7005	70.05%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8006	80.06%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7418	74.18%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8783	87.83%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.7604	76.04%
Thyroid receptor binding	+	0.5938	59.38%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6535	65.35%
PPAR gamma	+	0.8197	81.97%
Honey bee toxicity	-	0.5861	58.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.16%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.83%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.08%	94.75%
CHEMBL233	P35372	Mu opioid receptor	88.69%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.62%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	87.04%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.90%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.46%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.98%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.44%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.46%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.24%	90.08%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 75219332
• LOTUS: LTS0039474
• wikiData: Q105210489