17-[6-hydroperoxy-2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: ddc7b851-f0c4-4b84-a221-9246ba729a0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-[6-hydroperoxy-2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CC=CC(C)(C)OO)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CC=CC(C)(C)OO)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)O)O)O)O)O)O
• InChI: InChI=1S/C52H86O23/c1-24-33(57)36(60)40(64)45(70-24)74-42-41(73-43-38(62)34(58)27(55)20-67-43)28(56)21-68-46(42)72-32-13-18-51(22-54)30(48(32,4)5)12-17-50(7)31(51)10-9-25-26(11-16-49(25,50)6)52(65,15-8-14-47(2,3)75-66)23-69-44-39(63)37(61)35(59)29(19-53)71-44/h8,14,22,24-46,53,55-66H,9-13,15-21,23H2,1-7H3
• InChI Key: NERCPYVYIFBIHU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₃
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.55598899 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6534	65.34%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8029	80.29%
OATP1B3 inhibitior	+	0.8680	86.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9569	95.69%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.6093	60.93%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.9190	91.90%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.7746	77.46%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.6540	65.40%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.5092	50.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7817	78.17%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6133	61.33%
Acute Oral Toxicity (c)	I	0.4050	40.50%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.5539	55.39%
Glucocorticoid receptor binding	+	0.7676	76.76%
Aromatase binding	+	0.6190	61.90%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.6001	60.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9336	93.36%

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	97.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.92%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.11%	91.24%
CHEMBL233	P35372	Mu opioid receptor	91.94%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.33%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.42%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.96%	97.36%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.33%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.65%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.98%	97.53%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.54%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.01%	92.78%
CHEMBL259	P32245	Melanocortin receptor 4	84.15%	95.38%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.66%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.56%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.55%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.44%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.85%	97.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.61%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.59%	91.07%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	82.26%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.23%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.15%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.72%	97.14%

Plants that contains it

• Gynostemma pentaphyllum
• Hypericum perforatum
• Hypericum tetrapterum

Cross-Links

• PubChem: 72982621
• LOTUS: LTS0150423
• wikiData: Q105121483