Scammonin Ii

Details

• Internal ID: 898738b9-1ab8-4fdc-b288-d3fccfeaa6b3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,17S,29R,30S,31S,33R)-4,5,11,12-tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-30-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-33-yl] (2S)-2-methylbutanoate
• InChI: InChI=1S/C45H78O20/c1-7-9-15-18-26-19-16-13-11-10-12-14-17-20-28(47)61-39-36(63-42-35(54)32(51)29(48)23(4)56-42)25(6)58-45(40(39)62-41(55)22(3)8-2)65-38-34(53)31(50)27(21-46)60-44(38)64-37-33(52)30(49)24(5)57-43(37)59-26/h22-27,29-40,42-46,48-54H,7-21H2,1-6H3/t22-,23+,24+,25-,26-,27+,29+,30+,31+,32-,33-,34-,35+,36-,37+,38+,39+,40+,42-,43-,44-,45-/m0/s1
• InChI Key: QHKWTUIZHFKQCZ-QXVRPKQISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₈O₂₀
• Molecular Weight: 939.10 g/mol
• Exact Mass: 938.50864487 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

• AKOS040753965
• [(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,17S,29R,30S,31S,33R)-4,5,11,12-Tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-30-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-33-yl] (2S)-2-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6807	68.07%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8196	81.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8147	81.47%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8656	86.56%
P-glycoprotein inhibitior	+	0.6945	69.45%
P-glycoprotein substrate	+	0.6050	60.50%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.8467	84.67%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.5759	57.59%
CYP inhibitory promiscuity	-	0.9690	96.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7568	75.68%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7144	71.44%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6165	61.65%
skin sensitisation	-	0.9386	93.86%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9256	92.56%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.7890	78.90%
Androgen receptor binding	+	0.5768	57.68%
Thyroid receptor binding	-	0.5966	59.66%
Glucocorticoid receptor binding	+	0.5825	58.25%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.6571	65.71%
Honey bee toxicity	-	0.7868	78.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5177	51.77%
Fish aquatic toxicity	+	0.9302	93.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.07%	98.95%
CHEMBL4072	P07858	Cathepsin B	97.25%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.15%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.29%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.41%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.27%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.92%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	90.84%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.44%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	90.28%	92.50%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.16%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.06%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.46%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	87.33%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.29%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.27%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.04%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.23%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.13%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.74%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	84.55%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.37%	97.29%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.80%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL2514	O95665	Neurotensin receptor 2	83.25%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.77%	97.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.24%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.11%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.38%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.04%	95.64%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.00%	96.77%

Plants that contains it

• Convolvulus scammonia
• Ipomoea orizabensis

Cross-Links

• PubChem: 14704606
• LOTUS: LTS0224763
• wikiData: Q104401606