Leucodelphinidin

Details

• Internal ID: ecc88ad2-338e-4979-919e-7fae64bddf76
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
• IUPAC Name: (2S,3S,4R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2C(C(C3=C(C=C(C=C3O2)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)[C@H]2[C@H]([C@@H](C3=C(C=C(C=C3O2)O)O)O)O
• InChI: InChI=1S/C15H14O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,13-22H/t13-,14+,15+/m1/s1
• InChI Key: ZEACOKJOQLAYTD-ILXRZTDVSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₈
• Molecular Weight: 322.27 g/mol
• Exact Mass: 322.06886740 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 1

Synonyms

• CHEMBL460265

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8661	86.61%
Caco-2	-	0.9539	95.39%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4950	49.50%
OATP2B1 inhibitior	-	0.6920	69.20%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8588	85.88%
P-glycoprotein inhibitior	-	0.8866	88.66%
P-glycoprotein substrate	-	0.9621	96.21%
CYP3A4 substrate	-	0.5744	57.44%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.3999	39.99%
CYP3A4 inhibition	-	0.5171	51.71%
CYP2C9 inhibition	-	0.5147	51.47%
CYP2C19 inhibition	-	0.8415	84.15%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.8329	83.29%
CYP2C8 inhibition	+	0.4859	48.59%
CYP inhibitory promiscuity	+	0.6713	67.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.9267	92.67%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4923	49.23%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7386	73.86%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7816	78.16%
Acute Oral Toxicity (c)	II	0.6350	63.50%
Estrogen receptor binding	-	0.5509	55.09%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	+	0.7628	76.28%
Glucocorticoid receptor binding	+	0.6739	67.39%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8833	88.33%

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	98.85%	91.11%
CHEMBL3194	P02766	Transthyretin	92.51%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	91.23%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.02%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.93%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.95%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.45%	96.12%

Plants that contains it

• Alhagi maurorum
• Arachis hypogaea
• Crataegus pinnatifida
• Ephedra sinica
• Gossypium hirsutum
• Humulus lupulus
• Nelumbo nucifera
• Phaseolus vulgaris
• Psidium guajava
• Vachellia nilotica subsp. tomentosa

Cross-Links

• PubChem: 44563331
• NPASS: NPC173365
• LOTUS: LTS0056890
• wikiData: Q104395505