Chantriolide C

Details

• Internal ID: 9007ea63-beef-4fde-aad5-e11ac7bd4195
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [(1S,2S,4S,5R,7S,9S,10R,11S,12S,14S,15R,16R,19S)-10-acetyloxy-5-hydroxy-11,15-dimethyl-16-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(C(CC4C3C5C(O5)C6(C4(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)C)COC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2([C@H](C[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4([C@H]([C@@H]7[C@H](C6)O7)OC(=O)C)C)O)OC(=O)C)C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C38H54O15/c1-14-9-22(51-34(45)18(14)13-47-35-29(44)28(43)27(42)24(12-39)52-35)15(2)19-7-8-20-26-21(10-25(36(19,20)5)48-16(3)40)37(6)32(49-17(4)41)30-23(50-30)11-38(37,46)33-31(26)53-33/h15,19-33,35,39,42-44,46H,7-13H2,1-6H3/t15-,19+,20-,21-,22+,23-,24+,25-,26-,27+,28-,29+,30-,31-,32-,33-,35+,36+,37-,38-/m0/s1
• InChI Key: QKJMGMVEODCHCQ-PKIWOSNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₄O₁₅
• Molecular Weight: 750.80 g/mol
• Exact Mass: 750.34627101 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6962	69.62%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7318	73.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6048	60.48%
BSEP inhibitior	+	0.6423	64.23%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6472	64.72%
CYP3A4 substrate	+	0.7317	73.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.7869	78.69%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.6754	67.54%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.5647	56.47%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	+	0.5626	56.26%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7731	77.31%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7787	77.87%
Acute Oral Toxicity (c)	I	0.6982	69.82%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	-	0.6058	60.58%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	+	0.7298	72.98%
Honey bee toxicity	-	0.6097	60.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9509	95.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.29%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.17%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	94.14%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.30%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	90.71%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.55%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.49%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.66%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.85%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.56%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.53%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	86.48%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	85.32%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.13%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.68%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL4072	P07858	Cathepsin B	83.65%	93.67%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.00%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.90%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.37%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.04%	98.75%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri

Cross-Links

• PubChem: 101489538
• NPASS: NPC273247
• LOTUS: LTS0023081
• wikiData: Q105223156