Melacacidin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8a61fad5-d1dc-4cdf-9b7d-d6a98bf32538
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
IUPAC Name	(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol
SMILES (Canonical)	C1=CC(=C(C=C1C2C(C(C3=C(O2)C(=C(C=C3)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1[C@@H]2[C@@H]([C@@H](C3=C(O2)C(=C(C=C3)O)O)O)O)O)O
InChI	InChI=1S/C15H14O7/c16-8-3-1-6(5-10(8)18)14-13(21)11(19)7-2-4-9(17)12(20)15(7)22-14/h1-5,11,13-14,16-21H/t11-,13-,14-/m1/s1
InChI Key	JEUXGAUBSWADEA-MRVWCRGKSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₄O₇
Molecular Weight	306.27 g/mol
Exact Mass	306.07395278 g/mol
Topological Polar Surface Area (TPSA)	131.00 Å²
XlogP	0.30
Atomic LogP (AlogP)	1.04
H-Bond Acceptor	7
H-Bond Donor	6
Rotatable Bonds	1

Synonyms

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38081-16-2

Epimesquitol-4alpha-ol

M23MQJ2D23

NSC93086

(-)-Melacacidin

3,3',4,4',7,8-Hexahydroxyflavan

Melacacidin, (-)-

UNII-M23MQJ2D23

SCHEMBL2146441

DTXSID60959025

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9373	93.73%
Caco-2	-	0.9424	94.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.9397	93.97%
OATP1B3 inhibitior	+	0.9930	99.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9261	92.61%
P-glycoprotein inhibitior	-	0.9129	91.29%
P-glycoprotein substrate	-	0.9460	94.60%
CYP3A4 substrate	-	0.5560	55.60%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.3999	39.99%
CYP3A4 inhibition	-	0.8362	83.62%
CYP2C9 inhibition	+	0.8918	89.18%
CYP2C19 inhibition	-	0.5999	59.99%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	+	0.8639	86.39%
CYP2C8 inhibition	+	0.4567	45.67%
CYP inhibitory promiscuity	+	0.5761	57.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.9213	92.13%
Skin irritation	+	0.5803	58.03%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6530	65.30%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8673	86.73%
Acute Oral Toxicity (c)	II	0.6941	69.41%
Estrogen receptor binding	-	0.6398	63.98%
Androgen receptor binding	+	0.6183	61.83%
Thyroid receptor binding	+	0.7723	77.23%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.6386	63.86%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9072	90.72%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.92%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	86.48%	96.42%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL3194	P02766	Transthyretin	83.50%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.08%	97.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.84%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Tephrosia hildebrandtii

Umtiza listeriana