Osmanthuside B

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	aa1310ca-d7a8-4c27-9200-839508da3840
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name	[(2R,3R,4R,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)	CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCCC4=CC=C(C=C4)O)O)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC=C(C=C3)O)CO)OCCC4=CC=C(C=C4)O)O)O)O)O
InChI	InChI=1S/C29H36O13/c1-15-22(34)23(35)24(36)29(39-15)42-27-25(37)28(38-13-12-17-4-9-19(32)10-5-17)40-20(14-30)26(27)41-21(33)11-6-16-2-7-18(31)8-3-16/h2-11,15,20,22-32,34-37H,12-14H2,1H3/b11-6+/t15-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
InChI Key	PRTREKIVGSNQRM-DQHNYDBYSA-N
Popularity	10 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₃₆O₁₃
Molecular Weight	592.60 g/mol
Exact Mass	592.21559120 g/mol
Topological Polar Surface Area (TPSA)	205.00 Å²
XlogP	0.20
Atomic LogP (AlogP)	-0.43
H-Bond Acceptor	13
H-Bond Donor	7
Rotatable Bonds	10

Synonyms

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94492-23-6

[(2R,3R,4R,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

beta-D-Glucopyranoside, 2-(4-hydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-, 4-[(2E)-3-(4-hydroxyphenyl)-2-propenoate]

CHEMBL448999

CHEBI:168050

DTXSID801317181

2-(4-Hydroxyphenyl)ethyl 3-O-alpha-L-rhamnopyranosyl-4-O-[(2Z)-3-(4-hydroxyphenyl)propenoyl]-beta-D-glucopyranoside

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	-	0.7976	79.76%
Caco-2	-	0.8996	89.96%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8137	81.37%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7451	74.51%
P-glycoprotein inhibitior	-	0.6154	61.54%
P-glycoprotein substrate	-	0.5945	59.45%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.8238	82.38%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	+	0.7190	71.90%
CYP inhibitory promiscuity	-	0.6328	63.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.8399	83.99%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6768	67.68%
Micronuclear	-	0.6867	68.67%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9093	90.93%
Acute Oral Toxicity (c)	III	0.7781	77.81%
Estrogen receptor binding	+	0.7335	73.35%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5363	53.63%
Glucocorticoid receptor binding	-	0.5131	51.31%
Aromatase binding	-	0.4942	49.42%
PPAR gamma	+	0.6844	68.44%
Honey bee toxicity	-	0.6475	64.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7233	72.33%

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	98.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.97%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.63%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.00%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.57%	91.71%
CHEMBL3194	P02766	Transthyretin	86.90%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.74%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.73%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.44%	85.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.87%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.97%	97.09%

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.

Cistanche deserticola