Casuglaunin A

Details

• Internal ID: 077e04da-7ab8-4e17-8b29-a047ef79841a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10S,11R)-10-[(14R,15S,19R)-2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 2-[(14R,15S,19R)-14-[(10S,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-19-yl]-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C(C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C=C8C(=O)OC9COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)OC9C1C2C(C3=C(C(=C(C(=C3C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@@H]5[C@@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C=C8C(=O)O[C@@H]9COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O[C@@H]9[C@H]1[C@@H]2[C@@H](C3=C(C(=C(C(=C3C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C82H54O51/c83-20-1-12(2-21(84)45(20)92)73(114)126-29-10-124-74(115)13-3-22(85)46(93)53(100)31(13)33-15(5-24(87)48(95)55(33)102)77(118)128-67(29)71-69-41(40-42(81(122)130-69)38(60(107)65(112)62(40)109)35-17(79(120)132-71)7-26(89)50(97)57(35)104)37-19(9-28(91)52(99)59(37)106)76(117)127-30-11-125-75(116)14-4-23(86)47(94)54(101)32(14)34-16(6-25(88)49(96)56(34)103)78(119)129-68(30)72-70-64(111)44-43(82(123)131-70)39(61(108)66(113)63(44)110)36-18(80(121)133-72)8-27(90)51(98)58(36)105/h1-9,29-30,41,64,67-72,83-113H,10-11H2/t29-,30+,41+,64+,67-,68-,69-,70-,71-,72-/m0/s1
• InChI Key: WEOZNYSGUFZYKD-YEZVOLJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₅₄O₅₁
• Molecular Weight: 1855.30 g/mol
• Exact Mass: 1854.1631973 g/mol
• Topological Polar Surface Area (TPSA): 890.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 51
• H-Bond Donor: 31
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6436	64.36%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6620	66.20%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.7231	72.31%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7719	77.19%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	-	0.5106	51.06%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8972	89.72%
CYP2C8 inhibition	+	0.7153	71.53%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6665	66.65%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7339	73.39%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7249	72.49%
Acute Oral Toxicity (c)	III	0.4683	46.83%
Estrogen receptor binding	+	0.7235	72.35%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.5501	55.01%
Glucocorticoid receptor binding	-	0.4726	47.26%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.7364	73.64%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9027	90.27%

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	98.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.49%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL2535	P11166	Glucose transporter	90.44%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.37%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.34%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.77%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.88%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.61%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL3194	P02766	Transthyretin	85.48%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.60%	86.33%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.78%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.76%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.91%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.84%	96.00%

Plants that contains it

• Purshia mexicana

Cross-Links

• PubChem: 162999884
• LOTUS: LTS0271996
• wikiData: Q105303237