Pyranodelphinin D

Details

• Internal ID: d27ddbeb-88ec-4788-84a4-2e64da22a443
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [7-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxyphenyl)-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-ylidene]oxidanium
• SMILES (Canonical): C1=CC(=CC=C1C2=CC3=C4C(=CC(=[OH+])C=C4OC(=C3OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C(=C6)O)O)O)O2)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC3=C4C(=CC(=[OH+])C=C4OC(=C3O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C(=C6)O)O)O)O2)O
• InChI: InChI=1S/C29H24O13/c30-10-21-24(36)25(37)26(38)29(41-21)42-28-15-9-18(11-1-3-13(31)4-2-11)39-19-7-14(32)8-20(22(15)19)40-27(28)12-5-16(33)23(35)17(34)6-12/h1-9,21,24-26,29-31,33-38H,10H2/p+1/t21-,24-,25+,26-,29+/m1/s1
• InChI Key: UWEUXAYDUQAFRW-RKVVMDMESA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₅O₁₃+
• Molecular Weight: 581.50 g/mol
• Exact Mass: 581.12951585 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7430	74.30%
Caco-2	-	0.9262	92.62%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4850	48.50%
OATP2B1 inhibitior	+	0.5866	58.66%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7900	79.00%
P-glycoprotein inhibitior	+	0.5982	59.82%
P-glycoprotein substrate	-	0.5756	57.56%
CYP3A4 substrate	+	0.6340	63.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	+	0.8892	88.92%
CYP inhibitory promiscuity	-	0.8208	82.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7940	79.40%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9299	92.99%
Acute Oral Toxicity (c)	III	0.4262	42.62%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	+	0.8218	82.18%
Thyroid receptor binding	+	0.5619	56.19%
Glucocorticoid receptor binding	+	0.6074	60.74%
Aromatase binding	-	0.4888	48.88%
PPAR gamma	+	0.7258	72.58%
Honey bee toxicity	-	0.7268	72.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.8227	82.27%

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	99.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.69%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.18%	83.57%
CHEMBL242	Q92731	Estrogen receptor beta	96.09%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.96%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.87%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.56%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.55%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.34%	95.78%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.70%	95.64%
CHEMBL3194	P02766	Transthyretin	90.98%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.14%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.97%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.37%	94.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.73%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.06%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.96%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.26%	96.21%
CHEMBL2424	Q04760	Glyoxalase I	81.08%	91.67%
CHEMBL3438	Q05513	Protein kinase C zeta	80.99%	88.48%

Plants that contains it

• Aconitum violaceum
• Codonopsis pilosula
• Delphinium shawurense
• Fagraea gracilipes
• Garcinia xipshuanbannaensis
• Gutierrezia microcephala
• Helichrysum graveolens
• Iryanthera paraensis
• Lathyrus nissolia
• Leonurus persicus
• Magnolia sieboldii
• Peltogyne floribunda
• Ratibida mexicana
• Ribes nigrum

Cross-Links

• PubChem: 101198725
• NPASS: NPC114648