Bugbanoside C

Details

• Internal ID: ae77028f-dc59-4260-a5cb-711cb90dcce5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,12S,13R,15R,16R,17R)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-2-yl]-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-17-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-enyl] acetate
• SMILES (Canonical): CC(CC(=O)C(C(C)(C)O)O)C1C(=O)C(C2(C1(C(CC34C2=CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)OC(=O)C)C)C)O
• SMILES (Isomeric): C[C@H](CC(=O)[C@@H](C(C)(C)O)O)[C@H]1C(=O)[C@@H]([C@@]2([C@@]1([C@@H](C[C@]34C2=CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)OC(=O)C)C)C)O
• InChI: InChI=1S/C37H56O12/c1-17(13-19(39)29(44)33(5,6)46)25-27(42)30(45)34(7)22-10-9-21-32(3,4)23(49-31-28(43)26(41)20(40)15-47-31)11-12-36(21)16-37(22,36)14-24(35(25,34)8)48-18(2)38/h10,17,20-21,23-26,28-31,40-41,43-46H,9,11-16H2,1-8H3/t17-,20+,21+,23+,24-,25+,26+,28-,29+,30+,31+,34-,35-,36-,37+/m1/s1
• InChI Key: NFOOVHOBJKNSCB-BWMQIKCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₂
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.37717722 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8066	80.66%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6850	68.50%
BSEP inhibitior	+	0.6939	69.39%
P-glycoprotein inhibitior	+	0.7768	77.68%
P-glycoprotein substrate	+	0.6854	68.54%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.5794	57.94%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	+	0.6817	68.17%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6118	61.18%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4576	45.76%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	+	0.7111	71.11%
Androgen receptor binding	+	0.7661	76.61%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.7055	70.55%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	98.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.48%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.57%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.03%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.98%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.78%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.58%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.37%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.22%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.42%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.49%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.55%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.44%	89.50%
CHEMBL5028	O14672	ADAM10	81.85%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.59%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.67%	95.89%

Plants that contains it

• Actaea cimicifuga
• Actaea dahurica
• Actaea simplex

Cross-Links

• PubChem: 15894670
• NPASS: NPC294697
• LOTUS: LTS0151681
• wikiData: Q105178595