Tulipanin

Details

• Internal ID: 8fb9ba9e-38fd-46f2-9bc1-03ea47f84a66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-8-18(32)21(35)23(37)26(40-8)39-7-17-20(34)22(36)24(38)27(43-17)42-16-6-11-12(29)4-10(28)5-15(11)41-25(16)9-2-13(30)19(33)14(31)3-9/h2-6,8,17-18,20-24,26-27,32,34-38H,7H2,1H3,(H4-,28,29,30,31,33)/p+1/t8-,17+,18-,20+,21+,22-,23+,24+,26+,27+/m0/s1
• InChI Key: PLKUTZNSKRWCCA-LTSKFBHWSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁O₁₆+
• Molecular Weight: 611.50 g/mol
• Exact Mass: 611.16120990 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

• delphinidin 3-rutinoside
• Delphinidin-3-rutinoside
• CHEBI:80441
• Delphinidin 3-rhamnosyl-glucoside
• Q7852090
• 5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1$l^{4}-chromen-1-ylium

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7741	77.41%
Caco-2	-	0.9168	91.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	0.5633	56.33%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7260	72.60%
P-glycoprotein inhibitior	-	0.6063	60.63%
P-glycoprotein substrate	-	0.5666	56.66%
CYP3A4 substrate	+	0.6091	60.91%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9559	95.59%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	+	0.7671	76.71%
CYP inhibitory promiscuity	-	0.6892	68.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.8112	81.12%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6261	62.61%
Human Ether-a-go-go-Related Gene inhibition	+	0.7471	74.71%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9243	92.43%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	+	0.5765	57.65%
Glucocorticoid receptor binding	+	0.6012	60.12%
Aromatase binding	+	0.6751	67.51%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.8180	81.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8635	86.35%

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	99.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.08%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.99%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.52%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.69%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	88.64%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.60%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.53%	99.15%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.17%	92.94%
CHEMBL3194	P02766	Transthyretin	87.07%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.80%	83.57%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.45%	89.62%
CHEMBL226	P30542	Adenosine A1 receptor	82.34%	95.93%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.94%	95.78%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.71%	97.31%

Plants that contains it

• Acer saccharum
• Aconitum violaceum
• Alstroemeria paupercula
• Codonopsis pilosula
• Delphinium shawurense
• Fagraea gracilipes
• Garcinia xipshuanbannaensis
• Gutierrezia microcephala
• Helichrysum graveolens
• Iryanthera paraensis
• Lathyrus nissolia
• Leonurus persicus
• Linum grandiflorum
• Liriope muscari
• Magnolia sieboldii
• Ophiopogon japonicus
• Peltogyne floribunda
• Petunia reitzii
• Ratibida mexicana
• Ribes nigrum
• Ribes rubrum
• Ribes uva-crispa
• Rubus idaeus
• Secale cereale

Cross-Links

• PubChem: 5492231
• NPASS: NPC84955
• LOTUS: LTS0099172
• wikiData: Q7852090