Mahuannin A

Details

• Internal ID: b3ac1256-f479-4d89-928d-abd698732f18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1S,5R,6R,13R,21S)-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-hexaene-6,9,17,19,21-pentol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C4C(C(O3)(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)C7=CC=C(C=C7)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)O)O)C7=CC=C(C=C7)O)O
• InChI: InChI=1S/C30H24O10/c31-15-5-1-13(2-6-15)27-21(36)11-18-19(34)12-23-25(28(18)38-27)26-24-20(35)9-17(33)10-22(24)39-30(40-23,29(26)37)14-3-7-16(32)8-4-14/h1-10,12,21,26-27,29,31-37H,11H2/t21-,26+,27-,29+,30-/m1/s1
• InChI Key: LQRHGTVFFPMWCG-JXCVSLFXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₀
• Molecular Weight: 544.50 g/mol
• Exact Mass: 544.13694696 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 2

Synonyms

• SCHEMBL1689479
• (1S,5R,6R,13R,21S)-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-hexaene-6,9,17,19,21-pentol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8260	82.60%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5335	53.35%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	-	0.3207	32.07%
OATP1B3 inhibitior	-	0.6091	60.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9272	92.72%
P-glycoprotein inhibitior	+	0.7106	71.06%
P-glycoprotein substrate	-	0.6764	67.64%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	0.6139	61.39%
CYP2D6 substrate	+	0.4070	40.70%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.7281	72.81%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.9705	97.05%
CYP2C8 inhibition	+	0.7586	75.86%
CYP inhibitory promiscuity	-	0.9045	90.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5899	58.99%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7874	78.74%
Skin irritation	-	0.6092	60.92%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8053	80.53%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5519	55.19%
Acute Oral Toxicity (c)	III	0.4016	40.16%
Estrogen receptor binding	+	0.7640	76.40%
Androgen receptor binding	+	0.8096	80.96%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	+	0.7079	70.79%
Aromatase binding	+	0.5257	52.57%
PPAR gamma	+	0.7477	74.77%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.7637	76.37%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL233	P35372	Mu opioid receptor	91.17%	97.93%
CHEMBL236	P41143	Delta opioid receptor	89.87%	99.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.16%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	84.91%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	84.60%	91.49%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.62%	85.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.16%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.86%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.64%	94.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.45%	92.94%
CHEMBL4208	P20618	Proteasome component C5	80.58%	90.00%

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
• Prunus prostrata
• Prunus spinosa
• Psychotria bahiensis
• Schistostephium rotundifolium
• Sideritis syriaca
• Siphocampylus verticillatus
• Vepris pilosa
• Veratrum shanense
• Viburnum chingii
• Zanthoxylum melanostictum

Cross-Links

• PubChem: 5317052
• NPASS: NPC17481
• LOTUS: LTS0198052
• wikiData: Q105155705