2-[2-[[17-[6-hydroperoxy-6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 649bc893-7748-496d-8784-69d82415f409
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[[17-[6-hydroperoxy-6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6C(C)(CC=CC(C)(C)OO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6C(C)(CC=CC(C)(C)OO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C)O)C)C
• InChI: InChI=1S/C53H90O24/c1-48(2,77-68)13-9-14-53(8,76-46-42(67)38(63)36(61)28(73-46)22-70-44-40(65)33(58)25(57)21-69-44)23-10-16-52(7)32(23)24(56)18-30-50(5)15-12-31(49(3,4)29(50)11-17-51(30,52)6)74-47-43(39(64)35(60)27(20-55)72-47)75-45-41(66)37(62)34(59)26(19-54)71-45/h9,13,23-47,54-68H,10-12,14-22H2,1-8H3
• InChI Key: BXYLFYMKNYMCSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₂₄
• Molecular Weight: 1111.30 g/mol
• Exact Mass: 1110.58220373 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 24
• H-Bond Donor: 15
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5627	56.27%
Caco-2	-	0.9003	90.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6365	63.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7987	79.87%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8424	84.24%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	-	0.5148	51.48%
CYP3A4 substrate	+	0.7440	74.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.8765	87.65%
CYP2C8 inhibition	+	0.7417	74.17%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8389	83.89%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5456	54.56%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8622	86.22%
Acute Oral Toxicity (c)	I	0.4658	46.58%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.7458	74.58%
Thyroid receptor binding	+	0.5894	58.94%
Glucocorticoid receptor binding	+	0.7539	75.39%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.5697	56.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9060	90.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.01%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.82%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.66%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.49%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.26%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.69%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.19%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.66%	97.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.56%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.33%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.97%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.87%	95.83%
CHEMBL1871	P10275	Androgen Receptor	82.12%	96.43%
CHEMBL5028	O14672	ADAM10	82.07%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.01%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.83%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.70%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.49%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.29%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.02%	98.95%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 72805081
• LOTUS: LTS0130613
• wikiData: Q104949002