damulin B

Details

• Internal ID: 156e62f7-8e0a-4ab7-8e17-f86b6ec71243
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(2R,3R,5R,8R,9R,10R,12R,13R,14R,17S)-2,12-dihydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=C)C1CCC2(C1C(CC3C2(CCC4C3(CC(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(C[C@H]([C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)O)C)C
• InChI: InChI=1S/C42H70O13/c1-20(2)10-9-11-21(3)22-12-14-42(8)29(22)23(45)16-28-40(6)17-24(46)36(39(4,5)27(40)13-15-41(28,42)7)55-38-35(33(50)31(48)26(19-44)53-38)54-37-34(51)32(49)30(47)25(18-43)52-37/h10,22-38,43-51H,3,9,11-19H2,1-2,4-8H3/t22-,23-,24-,25-,26-,27+,28-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,40+,41-,42-/m1/s1
• InChI Key: YHVZKDRAJHNHJX-UDBICBSZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₃
• Molecular Weight: 783.00 g/mol
• Exact Mass: 782.48164228 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• 1202868-75-4
• CHEMBL1915129
• AKOS040761565
• HY-16942
• MS-31423
• CS-0012987
• E88739

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7689	76.89%
P-glycoprotein inhibitior	+	0.7691	76.91%
P-glycoprotein substrate	-	0.6847	68.47%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6287	62.87%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8603	86.03%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7569	75.69%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6662	66.62%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	-	0.5871	58.71%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.5385	53.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	99.12%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.64%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.57%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.55%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.26%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.16%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.95%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.02%	92.94%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	88.02%	91.83%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.99%	96.21%
CHEMBL4302	P08183	P-glycoprotein 1	87.71%	92.98%
CHEMBL233	P35372	Mu opioid receptor	86.04%	97.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.01%	95.83%
CHEMBL5331	Q12866	Proto-oncogene tyrosine-protein kinase MER	84.38%	91.67%
CHEMBL237	P41145	Kappa opioid receptor	84.22%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	84.09%	97.79%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.07%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.45%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.30%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.03%	95.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.87%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.85%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.44%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.36%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.34%	96.38%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 57390324
• NPASS: NPC16573