Nobotanin D

Details

• Internal ID: a5977733-ebac-400e-b0d7-7458f3801207
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-13-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(48)52-7-18-25(45)28-29(34(53-18)56-31(49)9-3-14(37)22(42)15(38)4-9)55-33(51)11-6-17(40)24(44)27(47)20(11)19-10(32(50)54-28)5-16(39)23(43)26(19)46/h1-6,18,25,28-29,34-47H,7H2/t18-,25-,28+,29-,34+/m1/s1
• InChI Key: WKPZPHSGAOCQCK-BVDVGXJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₂
• Molecular Weight: 786.60 g/mol
• Exact Mass: 786.09157245 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 5

Synonyms

• 104758-06-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4671	46.71%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5880	58.80%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	-	0.4774	47.74%
OATP1B3 inhibitior	+	0.8653	86.53%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8095	80.95%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	-	0.8605	86.05%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.8566	85.66%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	-	0.9021	90.21%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9160	91.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7153	71.53%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8642	86.42%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7314	73.14%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9227	92.27%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	-	0.4918	49.18%
Glucocorticoid receptor binding	+	0.5668	56.68%
Aromatase binding	-	0.5666	56.66%
PPAR gamma	+	0.7000	70.00%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9001	90.01%

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%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.54%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	94.83%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.53%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.86%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.73%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.54%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.70%	89.34%
CHEMBL3194	P02766	Transthyretin	87.11%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.60%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.79%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.58%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.29%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.97%	96.95%
CHEMBL2535	P11166	Glucose transporter	80.06%	98.75%

Plants that contains it

• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Camellia reticulata
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Craspidospermum verticillatum
• Dioscorea japonica
• Ehretia dicksonii
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lonicera caerulea
• Lotus japonicus
• Lupinus verbasciformis
• Mallotus japonicus
• Melaleuca rhaphiophylla
• Melastoma malabathricum
• Monochaetum multiflorum
• Pleroma semidecandrum
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 14429414
• NPASS: NPC66718
• LOTUS: LTS0019334
• wikiData: Q104401762