7-OMe-19-deMe-scytophycin D/E

Details

• Internal ID: cf4375de-72bc-409b-a689-c7390cd7f60c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: N-[(E,3R,4R,5R,9S,10S,11S)-11-[(1S,3S,4R,5S,7R,8S,9S,12E,14E,17S,19R)-4,7-dihydroxy-3,5,17-trimethoxy-4,8,14-trimethyl-11-oxo-10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-trien-9-yl]-10-hydroxy-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide;N-[(E,3R,4R,5R,9S,10S,11S)-10-hydroxy-11-[(1S,3S,4S,5S,7R,8S,9S,12E,14E,17S,19R)-7-hydroxy-4-(hydroxymethyl)-3,5,17-trimethoxy-8,14-dimethyl-11-oxo-10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-trien-9-yl]-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide
• SMILES (Canonical): CC1C(CC(C(C(CC2CC=CC(O2)CC(CC=C(C=CC(=O)OC1C(C)C(C(C)CCC(=O)C(C)C(C(C)C=CN(C)C=O)OC)O)C)OC)OC)CO)OC)O.CC1C(CC(C(C(CC2CC=CC(O2)CC(CC=C(C=CC(=O)OC1C(C)C(C(C)CCC(=O)C(C)C(C(C)C=CN(C)C=O)OC)O)C)OC)OC)(C)O)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H](C[C@@H]([C@@H]([C@H](C[C@@H]2CC=C[C@H](O2)C[C@H](C/C=C(/C=C/C(=O)O[C@@H]1[C@@H](C)[C@H]([C@@H](C)CCC(=O)[C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC)O)\C)OC)OC)CO)OC)O.C[C@H]1[C@@H](C[C@@H]([C@@]([C@H](C[C@@H]2CC=C[C@H](O2)C[C@H](C/C=C(/C=C/C(=O)O[C@@H]1[C@@H](C)[C@H]([C@@H](C)CCC(=O)[C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC)O)\C)OC)OC)(C)O)OC)O
• InChI: InChI=1S/2C45H75NO12/c1-28-16-19-34(53-9)24-35-14-13-15-36(57-35)25-39(54-10)45(7,52)40(55-11)26-38(49)32(5)44(58-41(50)21-17-28)33(6)42(51)29(2)18-20-37(48)31(4)43(56-12)30(3)22-23-46(8)27-47;1-28-15-18-34(53-8)23-35-13-12-14-36(57-35)24-40(54-9)37(26-47)41(55-10)25-39(50)32(5)45(58-42(51)20-16-28)33(6)43(52)29(2)17-19-38(49)31(4)44(56-11)30(3)21-22-46(7)27-48/h13-14,16-17,21-23,27,29-36,38-40,42-44,49,51-52H,15,18-20,24-26H2,1-12H3;12-13,15-16,20-22,27,29-37,39-41,43-45,47,50,52H,14,17-19,23-26H2,1-11H3/b21-17+,23-22+,28-16+;20-16+,22-21+,28-15+/t29-,30+,31-,32-,33-,34-,35-,36-,38+,39-,40-,42-,43+,44-,45-;29-,30+,31-,32-,33-,34-,35-,36-,37+,39+,40-,41-,43-,44+,45-/m00/s1
• InChI Key: BSBBBPXMBNMOCM-VRGPUQHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₀H₁₅₀N₂O₂₄
• Molecular Weight: 1644.10 g/mol
• Exact Mass: 1643.05785366 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 10.56
• H-Bond Acceptor: 24
• H-Bond Donor: 6
• Rotatable Bonds: 33

Synonyms

• DTXSID001046778
• 7-OMe-19-deMe-scytophycin D/E 1:1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6448	64.48%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7592	75.92%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6886	68.86%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.7580	75.80%
P-glycoprotein substrate	+	0.8034	80.34%
CYP3A4 substrate	+	0.7467	74.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.6103	61.03%
CYP2C9 inhibition	-	0.8057	80.57%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	+	0.7412	74.12%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.7132	71.32%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8626	86.26%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5697	56.97%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	+	0.7708	77.08%
Aromatase binding	-	0.4884	48.84%
PPAR gamma	+	0.8030	80.30%
Honey bee toxicity	-	0.6492	64.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8665	86.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.05%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.24%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.84%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.82%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.12%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	85.50%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.65%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.44%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.46%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.26%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.10%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.09%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155801664
• LOTUS: LTS0153109
• wikiData: Q105101506