Platyphylloside

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	48e09bea-248d-4811-8229-de3855567e45
Taxonomy	Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
IUPAC Name	(5S)-1,7-bis(4-hydroxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one
SMILES (Canonical)	C1=CC(=CC=C1CCC(CC(=O)CCC2=CC=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1CC[C@@H](CC(=O)CCC2=CC=C(C=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI	InChI=1S/C25H32O9/c26-14-21-22(30)23(31)24(32)25(34-21)33-20(12-6-16-3-9-18(28)10-4-16)13-19(29)11-5-15-1-7-17(27)8-2-15/h1-4,7-10,20-28,30-32H,5-6,11-14H2/t20-,21+,22+,23-,24+,25+/m0/s1
InChI Key	PVPDIJGSCANSAG-JSFAVJLPSA-N
Popularity	5 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₃₂O₉
Molecular Weight	476.50 g/mol
Exact Mass	476.20463259 g/mol
Topological Polar Surface Area (TPSA)	157.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	0.81
H-Bond Acceptor	9
H-Bond Donor	6
Rotatable Bonds	11

Synonyms

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90803-80-8

3-Heptanone, 5-(beta-D-glucopyranosyloxy)-1,7-bis(4-hydroxyphenyl)-, (5S)-

Platyfylloside

CHEMBL228449

DTXSID501317051

NSC784874

NSC799730

NSC-784874

NSC-799730

(5S)-1,7-bis(4-hydroxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one

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	-	0.7396	73.96%
Caco-2	-	0.9049	90.49%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8549	85.49%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	+	0.5740	57.40%
P-glycoprotein substrate	-	0.7627	76.27%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.6683	66.83%
CYP2C19 inhibition	-	0.7271	72.71%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	+	0.4799	47.99%
CYP inhibitory promiscuity	-	0.8443	84.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7392	73.92%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8450	84.50%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7135	71.35%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7114	71.14%
Acute Oral Toxicity (c)	III	0.6810	68.10%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	-	0.5525	55.25%
Aromatase binding	-	0.5317	53.17%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.6697	66.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8848	88.48%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.07%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.12%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.84%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.47%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.81%	85.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.06%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.35%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.20%	86.92%

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.

Betula pendula subsp. mandshurica

Scorzonera pseudodivaricata