[(1S,2R,3R,7S,9S,10R,11R,12S,14S,15R,16S,17S,22S,23S,24S,25R)-14,25-diacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-10-yl] 2-methylpropanoate

Details

• Internal ID: bd6b8aa2-2f0d-4cdd-81fe-018863444b03
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [(1S,2R,3R,7S,9S,10R,11R,12S,14S,15R,16S,17S,22S,23S,24S,25R)-14,25-diacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-10-yl] 2-methylpropanoate
• SMILES (Canonical): CC1C=C2C(C3C1C4(C(CC5C(C4C3OC(=O)C)C(C(=O)C6C5(C(C7C(C6)O7)OC(=O)C(C)C)C)O)OC(=O)C)C)(C(C(=O)O2)(C)O)C
• SMILES (Isomeric): C[C@@H]1C=C2[C@@]([C@@H]3[C@H]1[C@]4([C@H](C[C@H]5[C@H]([C@@H]4[C@H]3OC(=O)C)[C@H](C(=O)C6[C@@]5([C@H]([C@@H]7[C@H](C6)O7)OC(=O)C(C)C)C)O)OC(=O)C)C)([C@](C(=O)O2)(C)O)C
• InChI: InChI=1S/C36H48O12/c1-13(2)31(41)48-30-28-19(46-28)11-18-26(39)27(40)22-17(33(18,30)6)12-20(44-15(4)37)34(7)23-14(3)10-21-35(8,36(9,43)32(42)47-21)25(23)29(24(22)34)45-16(5)38/h10,13-14,17-20,22-25,27-30,40,43H,11-12H2,1-9H3/t14-,17+,18?,19+,20+,22-,23+,24-,25-,27-,28+,29-,30+,33-,34-,35+,36-/m1/s1
• InChI Key: ZTYYPWHDMAKUDN-XKDZVGHHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₂
• Molecular Weight: 672.80 g/mol
• Exact Mass: 672.31457696 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7597	75.97%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8073	80.73%
OATP1B3 inhibitior	+	0.8682	86.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9351	93.51%
P-glycoprotein inhibitior	+	0.8032	80.32%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8275	82.75%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.8502	85.02%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8148	81.48%
CYP2C8 inhibition	+	0.5360	53.60%
CYP inhibitory promiscuity	-	0.8174	81.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4429	44.29%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6198	61.98%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.6215	62.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.5243	52.43%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5942	59.42%
skin sensitisation	-	0.7538	75.38%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6888	68.88%
Acute Oral Toxicity (c)	I	0.4226	42.26%
Estrogen receptor binding	+	0.7653	76.53%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.6423	64.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5502	55.02%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.53%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	98.07%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.72%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.67%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	91.46%	91.19%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.83%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.70%	89.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.82%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.43%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.20%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	83.13%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.52%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.49%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%

Plants that contains it

• Tacca chantrieri

Cross-Links

• PubChem: 101259328
• LOTUS: LTS0044517
• wikiData: Q105383375