Saikogenin B

Details

• Internal ID: 5cb1c910-30e5-4cc9-928e-2b2d392b8c8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aR,6aS,6bR,8S,8aS,12aS,14bS)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicene-3,8-diol
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CC=C4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O)C)CO)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3(C2=CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC(CC5)(C)C)CO)O)C)C)(C)C)O
• InChI: InChI=1S/C30H48O3/c1-25(2)14-15-30(18-31)20(16-25)19-8-9-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,6)29(19,7)17-24(30)33/h8-9,20-21,23-24,31-33H,10-18H2,1-7H3/t20-,21-,23-,24-,27-,28+,29+,30+/m0/s1
• InChI Key: KHCADSPICBKXES-JEDXJORJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 6002-68-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.5764	57.64%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9038	90.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6309	63.09%
BSEP inhibitior	+	0.8129	81.29%
P-glycoprotein inhibitior	-	0.7573	75.73%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.8350	83.50%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.8249	82.49%
CYP2C19 inhibition	-	0.8387	83.87%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.6309	63.09%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4639	46.39%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6179	61.79%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8543	85.43%
Acute Oral Toxicity (c)	III	0.7194	71.94%
Estrogen receptor binding	+	0.8028	80.28%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.6982	69.82%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.5782	57.82%
Honey bee toxicity	-	0.7606	76.06%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9686	96.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.35%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.42%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.77%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.45%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.08%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.93%	96.95%

Plants that contains it

• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium

Cross-Links

• PubChem: 12315169
• NPASS: NPC183840