(Z)-1-[(8S,9R,10R)-3,9-dihydroxy-4,5,19-trimethoxy-10-methyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl]-2-methylbut-2-en-1-one

Details

• Internal ID: 0718365d-5dd2-4d3e-99d0-d561e38d6105
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (Z)-1-[(8S,9R,10R)-3,9-dihydroxy-4,5,19-trimethoxy-10-methyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl]-2-methylbut-2-en-1-one
• SMILES (Canonical): CC=C(C)C(=O)C1C(C(CC2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)O)OC)OCO3)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)[C@@H]1[C@@H]([C@@H](CC2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)O)OC)OCO3)C)O
• InChI: InChI=1S/C26H30O8/c1-7-12(2)21(27)20-15-10-16(30-4)24(31-5)23(29)19(15)18-14(8-13(3)22(20)28)9-17-25(26(18)32-6)34-11-33-17/h7,9-10,13,20,22,28-29H,8,11H2,1-6H3/b12-7-/t13-,20-,22-/m1/s1
• InChI Key: AEBDJASMVJXWIR-WHIVDGSCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₈
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.19406791 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL1081875

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.6880	68.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6554	65.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9487	94.87%
P-glycoprotein inhibitior	+	0.8176	81.76%
P-glycoprotein substrate	-	0.6717	67.17%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	+	0.8775	87.75%
CYP2C9 inhibition	+	0.8208	82.08%
CYP2C19 inhibition	+	0.8585	85.85%
CYP2D6 inhibition	-	0.5973	59.73%
CYP1A2 inhibition	-	0.5725	57.25%
CYP2C8 inhibition	+	0.6883	68.83%
CYP inhibitory promiscuity	+	0.8444	84.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4542	45.42%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8668	86.68%
Skin irritation	-	0.7775	77.75%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.5508	55.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6993	69.93%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	III	0.4400	44.00%
Estrogen receptor binding	+	0.8720	87.20%
Androgen receptor binding	+	0.5510	55.10%
Thyroid receptor binding	+	0.6675	66.75%
Glucocorticoid receptor binding	+	0.8204	82.04%
Aromatase binding	-	0.4939	49.39%
PPAR gamma	+	0.7778	77.78%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9937	99.37%

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	99.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.40%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.18%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.43%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.19%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.73%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.58%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.28%	82.67%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.99%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.66%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.92%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.43%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	84.95%	95.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.88%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.49%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.94%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.60%	91.07%

Plants that contains it

• Aframomum aulacocarpos
• Aframomum zambesiacum
• Schisandra arisanensis

Cross-Links

• PubChem: 46883432
• LOTUS: LTS0271600
• wikiData: Q104987002