17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

Details

• Internal ID: d7e43c5e-f708-40c0-b8ab-a15753ed23d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)OO
• SMILES (Isomeric): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)OO
• InChI: InChI=1S/C30H52O5/c1-18(2)21(35-34)10-16-30(8,33)19-9-14-29(7)25(19)20(31)17-23-27(5)13-12-24(32)26(3,4)22(27)11-15-28(23,29)6/h19-25,31-34H,1,9-17H2,2-8H3
• InChI Key: UWIHHQICCZWZDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₅
• Molecular Weight: 492.70 g/mol
• Exact Mass: 492.38147475 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.7209	72.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5599	55.99%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.8428	84.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7122	71.22%
P-glycoprotein inhibitior	-	0.5613	56.13%
P-glycoprotein substrate	-	0.6292	62.92%
CYP3A4 substrate	+	0.7078	70.78%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7499	74.99%
CYP3A4 inhibition	-	0.6074	60.74%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	+	0.4773	47.73%
CYP inhibitory promiscuity	-	0.5942	59.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.5249	52.49%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.6869	68.69%
Human Ether-a-go-go-Related Gene inhibition	+	0.7149	71.49%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7891	78.91%
skin sensitisation	-	0.6719	67.19%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8037	80.37%
Acute Oral Toxicity (c)	III	0.4563	45.63%
Estrogen receptor binding	+	0.6542	65.42%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	+	0.5384	53.84%
Glucocorticoid receptor binding	+	0.6613	66.13%
Aromatase binding	+	0.7527	75.27%
PPAR gamma	+	0.5779	57.79%
Honey bee toxicity	-	0.4876	48.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9968	99.68%

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%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.80%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	96.85%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.52%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.87%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.24%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	87.50%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	83.87%	97.64%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.82%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	83.50%	95.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.78%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.98%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.44%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.36%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.77%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.73%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.12%	98.10%

Plants that contains it

• Proboscidea louisianica

Cross-Links

• PubChem: 162888406
• LOTUS: LTS0207799
• wikiData: Q105280386