Terminalin

Details

• Internal ID: a7165a21-dfc5-49ac-bac5-6f7f30160854
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.02,11.03,8.013,31.017,26.018,23.028,32]dotriaconta-1,3,5,7,11,13(31),16,18,20,22,26,28(32)-dodecaene-9,15,24,30-tetrone
• SMILES (Canonical): C1=C2C(=C(C(=C1O)O)O)C3=C4C5=C(C(=C3OC2=O)O)OC(=O)C6=C7C8=C(C(=C(C=C8C(=O)OC7=C(C(=C65)OC4=O)O)O)O)O
• SMILES (Isomeric): C1=C2C(=C(C(=C1O)O)O)C3=C4C5=C(C(=C3OC2=O)O)OC(=O)C6=C7C8=C(C(=C(C=C8C(=O)OC7=C(C(=C65)OC4=O)O)O)O)O
• InChI: InChI=1S/C28H10O16/c29-5-1-3-7(17(33)15(5)31)9-13-11-12-14(28(40)44-23(11)19(35)21(9)41-25(3)37)10-8-4(2-6(30)16(32)18(8)34)26(38)42-22(10)20(36)24(12)43-27(13)39/h1-2,29-36H
• InChI Key: UGAJKWZVPNVCIO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₁₀O₁₆
• Molecular Weight: 602.40 g/mol
• Exact Mass: 601.99688423 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 0

Synonyms

• 155144-63-1
• 4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.02,11.03,8.013,31.017,26.018,23.028,32]dotriaconta-1,3,5,7,11,13(31),16,18,20,22,26,28(32)-dodecaene-9,15,24,30-tetrone
• CHEBI:9454
• DTXSID10415181
• Q27108399

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6533	65.33%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5553	55.53%
OATP2B1 inhibitior	-	0.5542	55.42%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6580	65.80%
P-glycoprotein inhibitior	-	0.6070	60.70%
P-glycoprotein substrate	-	0.9531	95.31%
CYP3A4 substrate	-	0.6185	61.85%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.7688	76.88%
CYP2C9 inhibition	-	0.8365	83.65%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	-	0.7113	71.13%
CYP2C8 inhibition	-	0.8437	84.37%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7379	73.79%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.6654	66.54%
Skin irritation	+	0.5280	52.80%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7426	74.26%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.7790	77.90%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	II	0.4858	48.58%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.6422	64.22%
Aromatase binding	-	0.4941	49.41%
PPAR gamma	+	0.8075	80.75%
Honey bee toxicity	-	0.8856	88.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9400	94.00%

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%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.48%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.49%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.30%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.95%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL3194	P02766	Transthyretin	82.71%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.36%	83.57%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 5281711
• NPASS: NPC102469
• LOTUS: LTS0029186
• wikiData: Q27108399