Interiotherin C

Details

• Internal ID: 965177b3-0146-4124-b303-f17b08297aa7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9S,10R,11R)-11-acetyloxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)OC)OC)OCO3)OC(=O)C)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H]([C@H]([C@H](C2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)OC)OC)OCO3)OC(=O)C)C)C
• InChI: InChI=1S/C30H36O10/c1-10-14(2)30(32)40-25-16(4)15(3)24(39-17(5)31)19-12-21-27(38-13-37-21)29(36-9)23(19)22-18(25)11-20(33-6)26(34-7)28(22)35-8/h10-12,15-16,24-25H,13H2,1-9H3/b14-10-/t15-,16+,24-,25-/m1/s1
• InChI Key: HIGLJZHMTBHEQS-HWZXAUMYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₀
• Molecular Weight: 556.60 g/mol
• Exact Mass: 556.23084734 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 460090-65-7
• CHEBI:67455
• [(8R,9S,10R,11R)-11-acetyloxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] (Z)-2-methylbut-2-enoate
• 2-Butenoic acid, 2-methyl-, (5R,6S,7R,8R,13aS)-8-(acetyloxy)-5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-5-yl ester, (2Z)-
• CHEMBL488100
• C30H36O10
• AKOS040761863
• C30-H36-O10
• Q27135923
• (acetoxy-tetramethoxy-dimethyl-[?]yl) (Z)-2-methylbut-2-enoate
• (5R,6S,7R,8R)-8-(acetyloxy)-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-5-yl (2Z)-2-methylbut-2-enoate
• 2-Butenoic acid, 2-methyl-, (5R,6S,7R,8R,13aS)-8-(acetyloxy)-5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-5-ylester, (2Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.5343	53.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.9175	91.75%
P-glycoprotein substrate	-	0.7455	74.55%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.6098	60.98%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	+	0.9296	92.96%
CYP2C9 inhibition	+	0.8636	86.36%
CYP2C19 inhibition	+	0.9266	92.66%
CYP2D6 inhibition	-	0.6535	65.35%
CYP1A2 inhibition	+	0.6044	60.44%
CYP2C8 inhibition	+	0.5295	52.95%
CYP inhibitory promiscuity	+	0.9321	93.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4275	42.75%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8755	87.55%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5460	54.60%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6337	63.37%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.6048	60.48%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	+	0.8600	86.00%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.6694	66.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	100 nM	Potency	via Super-PRED
CHEMBL5514	P42858	Huntingtin	89.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.84%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.16%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.64%	80.96%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.46%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.22%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.84%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.76%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.89%	82.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.21%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	83.11%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.57%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%

Plants that contains it

• Kadsura coccinea
• Kadsura heteroclita
• Schisandra neglecta
• Schisandra propinqua
• Schisandra rubriflora

Cross-Links

• PubChem: 10099233
• NPASS: NPC198129
• ChEMBL: CHEMBL488100
• LOTUS: LTS0046230
• wikiData: Q27135923