Lsnfjdfyazdwfx-ucypnaszsa-

Details

• Internal ID: 28b5f9b2-b8fb-43fd-b2bf-bfa49de253f0
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3S,9S,10S,13R,14S,21S,22S)-10-(3,5-dihydroxyphenyl)-3,9,14,22-tetrakis(4-hydroxyphenyl)-8,23-dioxaheptacyclo[19.6.1.02,13.04,12.07,11.015,20.024,28]octacosa-1(28),4(12),5,7(11),15(20),16,18,24,26-nonaene-5,16,18,26-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C(C4=C(C=C(C=C4O)O)C5C(OC6=CC(=CC3=C56)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC1=C9C(C(O1)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H]3[C@H]([C@H](C4=C(C=C(C=C4O)O)[C@@H]5[C@H](OC6=CC(=CC3=C56)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC1=C9[C@@H]([C@H](O1)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• InChI: InChI=1S/C56H42O12/c57-30-9-1-25(2-10-30)44-47-38(20-36(63)22-40(47)65)50-48-39(21-37(64)23-42(48)67-56(50)28-7-15-33(60)16-8-28)49-45(26-3-11-31(58)12-4-26)51-41(66)24-43-52(54(51)53(44)49)46(29-17-34(61)19-35(62)18-29)55(68-43)27-5-13-32(59)14-6-27/h1-24,44-46,49-50,53,55-66H/t44-,45+,46-,49-,50-,53-,55+,56+/m0/s1
• InChI Key: LSNFJDFYAZDWFX-UCYPNASZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₂
• Molecular Weight: 906.90 g/mol
• Exact Mass: 906.26762677 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 10.43
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

• LSNFJDFYAZDWFX-UCYPNASZSA-
• InChI=1/C56H42O12/c57-30-9-1-25(2-10-30)44-47-38(20-36(63)22-40(47)65)50-48-39(21-37(64)23-42(48)67-56(50)28-7-15-33(60)16-8-28)49-45(26-3-11-31(58)12-4-26)51-41(66)24-43-52(54(51)53(44)49)46(29-17-34(61)19-35(62)18-29)55(68-43)27-5-13-32(59)14-6-27/h1-24

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.7711	77.11%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8516	85.16%
P-glycoprotein inhibitior	+	0.7162	71.62%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.5661	56.61%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.5462	54.62%
CYP2C9 inhibition	+	0.9248	92.48%
CYP2C19 inhibition	+	0.8391	83.91%
CYP2D6 inhibition	-	0.8110	81.10%
CYP1A2 inhibition	+	0.9059	90.59%
CYP2C8 inhibition	+	0.7455	74.55%
CYP inhibitory promiscuity	+	0.9234	92.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4300	43.00%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8225	82.25%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8678	86.78%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7878	78.78%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6459	64.59%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.7968	79.68%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.5824	58.24%
Aromatase binding	-	0.5212	52.12%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.21%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.73%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.20%	93.40%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.56%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.64%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.61%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 21669380
• NPASS: NPC193078
• LOTUS: LTS0255525
• wikiData: Q105156667