(1S,4S,5R,6S,7R,11R,13S,14R,15R)-14,15-dihydroxy-13-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-5,6-bis(4-hydroxyphenyl)-2,9,12-trioxatricyclo[9.4.0.04,7]pentadecane-3,8-dione

Details

• Internal ID: f07a8f2c-f45e-43e4-8700-37798e0dc4ef
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (1S,4S,5R,6S,7R,11R,13S,14R,15R)-14,15-dihydroxy-13-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-5,6-bis(4-hydroxyphenyl)-2,9,12-trioxatricyclo[9.4.0.04,7]pentadecane-3,8-dione
• SMILES (Canonical): C1C2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)OC(=O)C6C(C(C6C(=O)O1)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)OC(=O)[C@H]6[C@@H]([C@@H]([C@H]6C(=O)O1)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O
• InChI: InChI=1S/C39H32O14/c40-20-7-1-17(2-8-20)26-15-25(44)31-24(43)13-23(14-27(31)51-26)50-39-35(46)34(45)36-28(52-39)16-49-37(47)32-29(18-3-9-21(41)10-4-18)30(33(32)38(48)53-36)19-5-11-22(42)12-6-19/h1-15,28-30,32-36,39-43,45-46H,16H2/t28-,29+,30-,32-,33+,34-,35-,36-,39-/m1/s1
• InChI Key: FJUGWGGYGGSGCO-IFDSSPODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₂O₁₄
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.17920569 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7014	70.14%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8028	80.28%
OATP2B1 inhibitior	-	0.7027	70.27%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8493	84.93%
P-glycoprotein inhibitior	+	0.6791	67.91%
P-glycoprotein substrate	-	0.5377	53.77%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	+	0.5766	57.66%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8969	89.69%
CYP2C9 inhibition	-	0.6565	65.65%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	+	0.7853	78.53%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	+	0.6126	61.26%
Human Ether-a-go-go-Related Gene inhibition	-	0.4782	47.82%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.9163	91.63%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.7830	78.30%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6344	63.44%
Aromatase binding	+	0.5349	53.49%
PPAR gamma	+	0.7266	72.66%
Honey bee toxicity	-	0.6555	65.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	99.21%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.07%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.94%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.93%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.66%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.54%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.38%	95.89%
CHEMBL3194	P02766	Transthyretin	90.66%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.36%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.04%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.88%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	88.23%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.85%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.83%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.03%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.81%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.95%	80.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.20%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	80.22%	98.35%

Plants that contains it

• Itoa orientalis

Cross-Links

• PubChem: 101865245
• LOTUS: LTS0097779
• wikiData: Q104996345