Daucosterin acetate

Details

• Internal ID: 78f2505c-3578-4924-a081-e17de8647305
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C(C)C
• InChI: InChI=1S/C43H68O10/c1-11-30(24(2)3)13-12-25(4)34-16-17-35-33-15-14-31-22-32(18-20-42(31,9)36(33)19-21-43(34,35)10)52-41-40(51-29(8)47)39(50-28(7)46)38(49-27(6)45)37(53-41)23-48-26(5)44/h14,24-25,30,32-41H,11-13,15-23H2,1-10H3/t25-,30-,32+,33+,34-,35+,36+,37-,38-,39+,40-,41-,42+,43-/m1/s1
• InChI Key: JCNOHQSTTZAMOE-STUKLFKUSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₀
• Molecular Weight: 745.00 g/mol
• Exact Mass: 744.48124836 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.13
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• Daucosterin acetate
• orb2893335

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.8440	84.40%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8021	80.21%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9966	99.66%
P-glycoprotein inhibitior	+	0.8051	80.51%
P-glycoprotein substrate	+	0.5478	54.78%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.7863	78.63%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8399	83.99%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	+	0.6265	62.65%
CYP inhibitory promiscuity	-	0.6673	66.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.5126	51.26%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6931	69.31%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6262	62.62%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8475	84.75%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.7255	72.55%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	+	0.7147	71.47%
Honey bee toxicity	-	0.7176	71.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9950	99.50%

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	98.87%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.97%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	92.50%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.61%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.30%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.03%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.76%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL5028	O14672	ADAM10	82.81%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.02%	92.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.79%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	81.73%	91.19%
CHEMBL240	Q12809	HERG	81.67%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%

Plants that contains it

• Acicarpha tribuloides
• Aconitum palmatum
• Aconitum rotundifolium
• Aniba rosaeodora
• Ariocarpus fissuratus
• Bidens tripartita
• Carpesium faberi
• Cheirolophus arbutifolius
• Codonopsis cordifolioidea
• Corydalis sewerzowi
• Corymbia citriodora
• Culcitium albifolium
• Dahlstedtia pentaphylla
• Dorstenia mannii
• Eucalyptus globulus
• Flemingia prostrata
• Genista sessilifolia
• Gomphostemma parviflorum
• Gymnosporia diversifolia
• Hasteola robusta
• Hippobroma longiflora
• Hypericum japonicum
• Iryanthera lancifolia
• Onoseris alata
• Piper acutifolium
• Psilotum nudum
• Rosa transmorrisonensis
• Staehelina fruticosa
• Trapa natans var. bispinosa
• Vellozia streptophylla
• Xyris indica

Cross-Links

• PubChem: 12895763
• NPASS: NPC282974
• LOTUS: LTS0104094
• wikiData: Q105124998