[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)-3,4-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-4-(hydroxymethyl)-4,8,10,14-tetramethyl-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: 23c3d2b9-7dd7-4a73-ba37-24cc9273ddb1
• 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)-3,4-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-4-(hydroxymethyl)-4,8,10,14-tetramethyl-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(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7C(CCC7(C6(CCC5C4(C)CO)C)C)C(CCC=C(C)C)(C(=O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7C(CCC7(C6(CCC5C4(C)CO)C)C)C(CCC=C(C)C)(C(=O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)CO)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(21-62)82-53)86-52-46(76)42(72)37(67)29(20-61)81-52)28-13-18-58(7)27(28)11-12-33-56(5)17-15-34(57(6,23-64)32(56)14-19-59(33,58)8)84-54-49(87-51-45(75)41(71)36(66)26(4)80-51)47(39(69)31(22-63)83-54)85-50-44(74)40(70)35(65)25(3)79-50/h10,25-54,61-76,78H,9,11-23H2,1-8H3
• InChI Key: AXMGBHSOSKCMBD-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: -0.70
• 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	-	0.8826	88.26%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8277	82.77%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9181	91.81%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	-	0.5586	55.86%
CYP3A4 substrate	+	0.7414	74.14%
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	+	0.7176	71.76%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7916	79.16%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6977	69.77%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7357	73.57%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7714	77.14%
Androgen receptor binding	+	0.7622	76.22%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	+	0.8093	80.93%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.8279	82.79%
Honey bee toxicity	-	0.6155	61.55%
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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.55%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.24%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	91.31%	94.75%
CHEMBL233	P35372	Mu opioid receptor	90.15%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	89.42%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.15%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.92%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.90%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.12%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.37%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	83.37%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.19%	95.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.81%	85.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.80%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.56%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.37%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.07%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.86%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.70%	93.04%
CHEMBL5028	O14672	ADAM10	80.66%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.54%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.23%	90.08%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 75219264
• LOTUS: LTS0223773
• wikiData: Q104920647