Taccalonolide O

Details

• Internal ID: bcb57479-ef93-402a-9fea-830f97d1937c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
• IUPAC Name: [(1S,2S,4S,5R,7S,9S,10R,11S,12S,14S,15S,16R,17R,19S)-10-acetyloxy-5,17-dihydroxy-16-[(2S,3R)-3-hydroxy-4-(4-methyl-5-oxo-2H-furan-3-yl)butan-2-yl]-11,15-dimethyl-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate
• SMILES (Canonical): CC1=C(COC1=O)CC(C(C)C2C(CC3C2(C(CC4C3C5C(O5)C6(C4(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)C)O)O
• SMILES (Isomeric): CC1=C(COC1=O)C[C@H]([C@@H](C)[C@H]2[C@@H](C[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)O)O
• InChI: InChI=1S/C32H44O11/c1-12-16(11-39-29(12)37)7-19(35)13(2)24-20(36)8-17-23-18(9-22(30(17,24)5)40-14(3)33)31(6)27(41-15(4)34)25-21(42-25)10-32(31,38)28-26(23)43-28/h13,17-28,35-36,38H,7-11H2,1-6H3/t13-,17+,18+,19-,20-,21+,22+,23+,24+,25+,26+,27+,28+,30-,31+,32+/m1/s1
• InChI Key: XLECXEWCXHZSAY-MMAXEIPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₁
• Molecular Weight: 604.70 g/mol
• Exact Mass: 604.28836222 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.8306	83.06%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7069	70.69%
OATP2B1 inhibitior	-	0.7219	72.19%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7050	70.50%
P-glycoprotein inhibitior	+	0.7038	70.38%
P-glycoprotein substrate	+	0.6291	62.91%
CYP3A4 substrate	+	0.7045	70.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.7877	78.77%
CYP2C9 inhibition	-	0.8395	83.95%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8685	86.85%
CYP2C8 inhibition	+	0.5257	52.57%
CYP inhibitory promiscuity	-	0.8201	82.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5136	51.36%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.5644	56.44%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5091	50.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4649	46.49%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5968	59.68%
skin sensitisation	-	0.7966	79.66%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5445	54.45%
Acute Oral Toxicity (c)	I	0.6502	65.02%
Estrogen receptor binding	+	0.7259	72.59%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	-	0.5658	56.58%
Glucocorticoid receptor binding	+	0.7091	70.91%
Aromatase binding	+	0.7322	73.22%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.6673	66.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	99.83%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.57%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.31%	95.58%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.91%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.16%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	89.81%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.61%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	89.00%	91.19%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.83%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.57%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.84%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.42%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.37%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.83%	96.77%
CHEMBL4072	P07858	Cathepsin B	84.54%	93.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.72%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.53%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.70%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.43%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.94%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.90%	97.36%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri
• Tacca subflabellata

Cross-Links

• PubChem: 101198624
• NPASS: NPC7456
• LOTUS: LTS0066569
• wikiData: Q104400621