[(1S,5R,6R,13R,21S)-6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl] 4-hydroxybenzoate

Details

• Internal ID: 191f5e2b-a71b-4bcc-9913-51a3508fdf03
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(1S,5R,6R,13R,21S)-6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C4C(C(O3)(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)OC(=O)C7=CC=C(C=C7)O)O)C8=CC=C(C=C8)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC3=C2[C@H]4[C@@H]([C@@](O3)(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)OC(=O)C7=CC=C(C=C7)O)O)C8=CC=C(C=C8)O)O
• InChI: InChI=1S/C37H28O12/c38-20-7-1-17(2-8-20)33-27(44)15-24-25(42)16-29-31(34(24)46-33)32-30-26(43)13-23(41)14-28(30)48-37(49-29,19-5-11-22(40)12-6-19)35(32)47-36(45)18-3-9-21(39)10-4-18/h1-14,16,27,32-33,35,38-44H,15H2/t27-,32+,33-,35+,37-/m1/s1
• InChI Key: DQRKXIHYAURKFL-IKFVFQBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₂₈O₁₂
• Molecular Weight: 664.60 g/mol
• Exact Mass: 664.15807632 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8641	86.41%
Caco-2	-	0.8995	89.95%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	0.7079	70.79%
OATP1B1 inhibitior	+	0.7022	70.22%
OATP1B3 inhibitior	-	0.7999	79.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9638	96.38%
P-glycoprotein inhibitior	+	0.7934	79.34%
P-glycoprotein substrate	-	0.5703	57.03%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.7647	76.47%
CYP3A4 inhibition	-	0.7816	78.16%
CYP2C9 inhibition	-	0.7496	74.96%
CYP2C19 inhibition	-	0.7243	72.43%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9571	95.71%
CYP2C8 inhibition	+	0.8663	86.63%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8682	86.82%
Skin irritation	-	0.6534	65.34%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7303	73.03%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.4808	48.08%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.8139	81.39%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.6935	69.35%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8403	84.03%

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	99.14%	91.11%
CHEMBL236	P41143	Delta opioid receptor	96.71%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.93%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL2535	P11166	Glucose transporter	92.26%	98.75%
CHEMBL233	P35372	Mu opioid receptor	91.95%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.52%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL3194	P02766	Transthyretin	90.24%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.16%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.07%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.98%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.06%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.28%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.10%	92.94%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.18%	90.24%

Plants that contains it

• Aconitum maximum
• Aconitum vilmorinianum
• Actinidia kolomikta
• Boronia koniambiensis
• Canarium strictum
• Coreopsis grandiflora
• Dipteronia dyeriana
• Dodonaea polyandra
• Garcinia macrophylla
• Gymnanthemum amygdalinum
• Gymnosporia serrata
• Maytenus loeseneri
• Murraya kwangsiensis
• Odontites vulgaris
• Ongokea gore
• Ophiorrhiza blumeana
• Peucedanum palustre
• Phalaenopsis aphrodite
• Physalis solanaceus
• Plectranthus mollis
• Podocarpus salignus
• Prosopis ruscifolia
• Prunus armeniaca
• Psychotria bahiensis
• Schistostephium rotundifolium
• Sideritis syriaca
• Siphocampylus verticillatus
• Vepris pilosa
• Veratrum shanense
• Viburnum chingii
• Zanthoxylum melanostictum

Cross-Links

• PubChem: 10723070
• NPASS: NPC205334