Dryocrassin ABBA

Details

• Internal ID: 3afddfde-2e0b-4153-a805-202c64386b8f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-acetyl-4-[[3-[[3-[(5-acetyl-2,6-dihydroxy-3,3-dimethyl-4-oxocyclohexa-1,5-dien-1-yl)methyl]-5-butanoyl-2,4,6-trihydroxyphenyl]methyl]-5-butanoyl-2,4,6-trihydroxyphenyl]methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C(=C(C(=C1O)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O)CC3=C(C(=C(C(=C3O)C(=O)CCC)O)CC4=C(C(C(=O)C(=C4O)C(=O)C)(C)C)O)O)O
• SMILES (Isomeric): CCCC(=O)C1=C(C(=C(C(=C1O)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O)CC3=C(C(=C(C(=C3O)C(=O)CCC)O)CC4=C(C(C(=O)C(=C4O)C(=O)C)(C)C)O)O)O
• InChI: InChI=1S/C43H48O16/c1-9-11-24(46)28-32(50)18(30(48)20(34(28)52)14-22-36(54)26(16(3)44)40(58)42(5,6)38(22)56)13-19-31(49)21(35(53)29(33(19)51)25(47)12-10-2)15-23-37(55)27(17(4)45)41(59)43(7,8)39(23)57/h48-57H,9-15H2,1-8H3
• InChI Key: PRVKSKWNDSLRBY-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₈O₁₆
• Molecular Weight: 820.80 g/mol
• Exact Mass: 820.29423544 g/mol
• Topological Polar Surface Area (TPSA): 305.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

• 12777-70-7
• Dryocrassin
• 2-acetyl-4-[[3-[[3-[(5-acetyl-2,6-dihydroxy-3,3-dimethyl-4-oxocyclohexa-1,5-dien-1-yl)methyl]-5-butanoyl-2,4,6-trihydroxyphenyl]methyl]-5-butanoyl-2,4,6-trihydroxyphenyl]methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• CHEMBL4551878
• DryocrassinABBA
• Dryocrassin-ABBA
• Tetraalbaspidin ABBA
• DTXSID30925979
• BCP29192
• HY-N0530
• Methylenebisnorflavaspidic acid ABBA
• BDBM50521985
• AKOS030573552
• MS-31524
• PD118893
• C43H48016
• CS-0009063
• FT-0688329
• C43-H48-016
• A14678
• 2,5-Cyclohexadien-1-one, 2,2'-(methylenebis((2,4,6-trihydroxy-5-(1-oxobutyl)-3,1-phenylene)methylene)bis(6-acetyl-3,5-dihydroxy-
• 4,4'-{Methylenebis[(5-butanoyl-2,4,6-trihydroxy-3,1-phenylene)methylene]}bis(2-acetyl-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.8190	81.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8681	86.81%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	-	0.3411	34.11%
OATP1B3 inhibitior	+	0.8794	87.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7983	79.83%
P-glycoprotein inhibitior	+	0.7016	70.16%
P-glycoprotein substrate	-	0.7468	74.68%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.5409	54.09%
CYP2C9 inhibition	+	0.6437	64.37%
CYP2C19 inhibition	+	0.6461	64.61%
CYP2D6 inhibition	-	0.8417	84.17%
CYP1A2 inhibition	-	0.5078	50.78%
CYP2C8 inhibition	-	0.6253	62.53%
CYP inhibitory promiscuity	+	0.5882	58.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8477	84.77%
Carcinogenicity (trinary)	Non-required	0.6748	67.48%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8267	82.67%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7705	77.05%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.6447	64.47%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5211	52.11%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.7537	75.37%
Androgen receptor binding	-	0.5691	56.91%
Thyroid receptor binding	+	0.5723	57.23%
Glucocorticoid receptor binding	+	0.6262	62.62%
Aromatase binding	+	0.7120	71.20%
PPAR gamma	+	0.6328	63.28%
Honey bee toxicity	-	0.8958	89.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.59%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.35%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.53%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.45%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.08%	94.33%

Plants that contains it

• Dryopteris crassirhizoma

Cross-Links

• PubChem: 3082025
• NPASS: NPC113760