(-)-Hopeaphenol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	e3661b78-3f60-4d5d-b01b-e90eb82d0306
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	(1R,8R,9S,16R)-8,16-bis(4-hydroxyphenyl)-9-[(1R,8R,9S,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
SMILES (Canonical)	C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7C(C8=C(C=C(C=C8O)O)C9C(OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric)	C1=CC(=CC=C1[C@H]2[C@@H](C3=C4[C@H]([C@@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)[C@H]7[C@@H](C8=C(C=C(C=C8O)O)[C@H]9[C@@H](OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI	InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46-,51-,52-,53-,54-,55+,56+/m1/s1
InChI Key	YQQUILZPDYJDQJ-KGDQSQJYSA-N
Popularity	23 references in papers

Physical and Chemical Properties

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Molecular Formula	C₅₆H₄₂O₁₂
Molecular Weight	906.90 g/mol
Exact Mass	906.26762677 g/mol
Topological Polar Surface Area (TPSA)	221.00 Å²
XlogP	9.10
Atomic LogP (AlogP)	10.43
H-Bond Acceptor	12
H-Bond Donor	10
Rotatable Bonds	5

Synonyms

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Hopeaphenol

CHEMBL384120

NSC-661748

SCHEMBL14255847

DTXSID801029736

BDBM50362641

(1R)-1alpha,7alpha-Bis(4-hydroxyphenyl)-6beta-[(1R)-1alpha,7alpha-bis(4-hydroxyphenyl)-4,8,10-trihydroxy-1,6,7,11balpha-tetrahydrobenzo[6,7]cyclohepta[1,2,3-cd]benzofuran-6beta-yl]-1,6,7,11balpha-tetrahydrobenzo[6,7]cyclohepta[1,2,3-cd]benzofuran-4,8,10-triol

(1R,1'R,6S,6'S,7R,7'R,11bR,11'bR)-1,1',6,6',7,7',11b,11'b-Octahydro-1,1',7,7'-tetrakis(4-hydroxyphenyl)[6,6'-bibenzo[6,7]cyclohepta[1,2,3-cd]benzofuran]-4,4',8,8',10,10'-hexol

[6,6'-Bibenzo[6,7]cyclohepta[1,2,3-cd]benzofuran]-4,4',8,8',10,10'-hexol, 1,1',6,6',7,7',11b,11'b-octahydro-1,1',7,7'-tetrakis(4-hydroxyphenyl)-, [1alpha,6beta(1'R*,6'S*,7'R*,11'R*),7alpha,11balpha]-(-)-

[6,6'-Bibenzo[6,7]cyclohepta[1,2,3-cd]benzofuran]-4,4',8,8',10,10'-hexol, 1,1',6alpha,6'alpha,7,7',11bbeta,11'bbeta-octahydro-1alpha,1'alpha,7alpha,7'alpha-tetrakis(p-hydroxyphenyl)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.5594	55.94%
OATP1B1 inhibitior	+	0.7754	77.54%
OATP1B3 inhibitior	-	0.2844	28.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8642	86.42%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	-	0.8893	88.93%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.6046	60.46%
CYP2C9 inhibition	+	0.8654	86.54%
CYP2C19 inhibition	+	0.8323	83.23%
CYP2D6 inhibition	-	0.8061	80.61%
CYP1A2 inhibition	+	0.8273	82.73%
CYP2C8 inhibition	+	0.6942	69.42%
CYP inhibitory promiscuity	+	0.9045	90.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4530	45.30%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8200	82.00%
Skin irritation	+	0.5182	51.82%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8486	84.86%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7943	79.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.7908	79.08%
Thyroid receptor binding	+	0.6700	67.00%
Glucocorticoid receptor binding	+	0.5895	58.95%
Aromatase binding	-	0.5402	54.02%
PPAR gamma	+	0.7475	74.75%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9554	95.54%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.57%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.95%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.01%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.79%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata