Oplopanaxogenin C

Details

• Internal ID: 75d50247-dade-4d2e-86b0-0c65b5cf9477
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,8R,9R,11aR,11bR,13aR,13bR)-9-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)O)C)C(=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O)C)C(=O)O
• InChI: InChI=1S/C30H48O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h19-24,31-32H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21+,22+,23+,24+,26-,27-,28+,29+,30-/m0/s1
• InChI Key: HXWLKAXCQLXHML-UMQPZAPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (+)-Oplopanaxogenin C
• 2YA9SC96Y0
• UNII-2YA9SC96Y0
• 161984-22-1
• Lup-20(29)-en-28-oic acid, 3,23-dihydroxy-, (3alpha,4alpha)-
• 3alpha,23-Dihydroxylupa-20(29)-ene-28-oic acid
• LUP-20(29)-EN-28-OIC ACID, 3,23-DIHYDROXY-, (3.ALPHA.,4.ALPHA.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.6269	62.69%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	-	0.2154	21.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5644	56.44%
BSEP inhibitior	+	0.6453	64.53%
P-glycoprotein inhibitior	-	0.8524	85.24%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.6726	67.26%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	-	0.9270	92.70%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	+	0.4669	46.69%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9224	92.24%
Skin irritation	+	0.6183	61.83%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3916	39.16%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7934	79.34%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4761	47.61%
Acute Oral Toxicity (c)	III	0.4723	47.23%
Estrogen receptor binding	+	0.7360	73.60%
Androgen receptor binding	+	0.7898	78.98%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.7205	72.05%
PPAR gamma	+	0.5982	59.82%
Honey bee toxicity	-	0.7936	79.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4081	P13726	Coagulation factor III	0.221 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.15%	96.38%
CHEMBL233	P35372	Mu opioid receptor	92.84%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.89%	83.82%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	91.51%	87.16%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.18%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.22%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.23%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.91%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.36%	92.86%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.45%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.11%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.88%	100.00%
CHEMBL5028	O14672	ADAM10	80.74%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Pulsatilla chinensis

Cross-Links

• PubChem: 11812750
• NPASS: NPC106084