Aescultitannin B

Details

• Internal ID: 7b5d9355-f4ea-418d-8232-b3c92e36e656
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1R,5S,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC5=C4C6C(C(O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@@H](OC4=C3C(=CC5=C4[C@@H]6[C@H]([C@](O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41+,44-,45+/m1/s1
• InChI Key: BYSRPHRKESMCPO-XDJXAWJCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₃₆O₁₈
• Molecular Weight: 864.80 g/mol
• Exact Mass: 864.19016430 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 4

Synonyms

• Aesculitannin B
• CHEMBL1213875
• BDBM50447857
• 59219-60-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7002	70.02%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5149	51.49%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.8374	83.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8970	89.70%
P-glycoprotein inhibitior	+	0.7188	71.88%
P-glycoprotein substrate	-	0.6085	60.85%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	+	0.3672	36.72%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9758	97.58%
CYP2C8 inhibition	+	0.7729	77.29%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8887	88.87%
Skin irritation	-	0.6303	63.03%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8506	85.06%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4507	45.07%
Acute Oral Toxicity (c)	IV	0.5178	51.78%
Estrogen receptor binding	+	0.7943	79.43%
Androgen receptor binding	+	0.7843	78.43%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	+	0.5899	58.99%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.6304	63.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7943	79.43%

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	99.70%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.55%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL236	P41143	Delta opioid receptor	93.92%	99.35%
CHEMBL1951	P21397	Monoamine oxidase A	92.98%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.23%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.04%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.61%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.60%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.45%	85.11%

Plants that contains it

• Aesculus hippocastanum
• Alstonia rostrata
• Asteriscus aquaticus
• Betula pendula subsp. mandshurica
• Capparis spinosa var. ovata
• Charpentiera obovata
• Cinnamomum philippinense
• Cinnamomum subavenium
• Croton montevidensis
• Datisca glomerata
• Dioscorea olfersiana
• Ecballium elaterium
• Elaeodendron papillosum
• Helichrysum auriceps
• Hubertia tomentosa
• Leionema dentatum
• Ligustrum obtusifolium
• Lindera aggregata
• Lotus ucrainicus
• Myristica cagayanensis
• Nothofagus fusca
• Phyllanthus oligospermus
• Polygonum pubescens
• Pseudowintera colorata
• Quercus imbricaria
• Rosa rugosa
• Scrophularia koelzii
• Spiracantha cornifolia
• Urceola laevigata
• Vincetoxicum tanakae

Cross-Links

• PubChem: 10010849
• NPASS: NPC73517
• ChEMBL: CHEMBL1213875
• LOTUS: LTS0271936
• wikiData: Q104949876