Herbacitrin

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	2bf349fa-8e5a-4e5d-b0f7-e94b23c2a637
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	3,5,8-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
InChI	InChI=1S/C21H20O12/c22-6-11-13(25)16(28)18(30)21(32-11)31-10-5-9(24)12-15(27)17(29)19(33-20(12)14(10)26)7-1-3-8(23)4-2-7/h1-5,11,13,16,18,21-26,28-30H,6H2/t11-,13-,16+,18-,21-/m1/s1
InChI Key	RSPZVQZNRINVPE-ZGNDCXKCSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₀O₁₂
Molecular Weight	464.40 g/mol
Exact Mass	464.09547607 g/mol
Topological Polar Surface Area (TPSA)	207.00 Å²
XlogP	0.40
Atomic LogP (AlogP)	-0.54
H-Bond Acceptor	12
H-Bond Donor	8
Rotatable Bonds	4

Synonyms

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Isoariculatin

Herbacetin 7-O-glucoside

35815-07-7

SCHEMBL1651990

DTXSID90189353

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	-	0.5116	51.16%
Caco-2	-	0.9387	93.87%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.6001	60.01%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	-	0.7276	72.76%
P-glycoprotein substrate	-	0.7585	75.85%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.7775	77.75%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8169	81.69%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6109	61.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.4806	48.06%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.6890	68.90%
Thyroid receptor binding	+	0.5342	53.42%
Glucocorticoid receptor binding	+	0.6258	62.58%
Aromatase binding	+	0.6980	69.80%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.7312	73.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8218	82.18%

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	99.56%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.21%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.39%	95.64%
CHEMBL3194	P02766	Transthyretin	90.89%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.92%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.59%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.04%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.57%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	84.62%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.63%	96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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