[(3R,4R,5S,6S,7R,16R,17S,18R,19R,20R)-17-benzoyloxy-5,18-dihydroxy-10,23-dioxo-6,19-bis[[(Z)-6-oxohept-4-enoyl]oxy]-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.211,14.13,7.116,20]dotriaconta-1(27),11,13,24(28),25,30-hexaen-4-yl] benzoate

Details

• Internal ID: 6ed43b22-1af1-4536-9c04-49355bde1ef4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(3R,4R,5S,6S,7R,16R,17S,18R,19R,20R)-17-benzoyloxy-5,18-dihydroxy-10,23-dioxo-6,19-bis[[(Z)-6-oxohept-4-enoyl]oxy]-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.211,14.13,7.116,20]dotriaconta-1(27),11,13,24(28),25,30-hexaen-4-yl] benzoate
• SMILES (Canonical): CC(=O)C=CCCC(=O)OC1C2COC(=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC(=O)C5=CC=C(C=C5)OC(O2)C(C1O)OC(=O)C6=CC=CC=C6)OC(=O)CCC=CC(=O)C)O)OC(=O)C7=CC=CC=C7
• SMILES (Isomeric): CC(=O)/C=C\CCC(=O)O[C@@H]1[C@H]([C@@H]([C@H]2OC3=CC=C(C(=O)OC[C@H]4O[C@H](OC5=CC=C(C(=O)OC[C@H]1O2)C=C5)[C@@H]([C@H]([C@@H]4OC(=O)CC/C=C\C(=O)C)O)OC(=O)C6=CC=CC=C6)C=C3)OC(=O)C7=CC=CC=C7)O
• InChI: InChI=1S/C54H52O20/c1-31(55)13-9-11-19-41(57)71-45-39-29-65-49(61)35-21-27-38(28-22-35)68-54-48(74-52(64)34-17-7-4-8-18-34)44(60)46(72-42(58)20-12-10-14-32(2)56)40(70-54)30-66-50(62)36-23-25-37(26-24-36)67-53(69-39)47(43(45)59)73-51(63)33-15-5-3-6-16-33/h3-10,13-18,21-28,39-40,43-48,53-54,59-60H,11-12,19-20,29-30H2,1-2H3/b13-9-,14-10-/t39-,40-,43-,44+,45+,46-,47+,48-,53+,54+/m1/s1
• InChI Key: AIGORYPSCVSQEA-ZYOQTINXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₂O₂₀
• Molecular Weight: 1021.00 g/mol
• Exact Mass: 1020.30519404 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5341	53.41%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8708	87.08%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.8791	87.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9006	90.06%
P-glycoprotein inhibitior	+	0.7675	76.75%
P-glycoprotein substrate	-	0.5387	53.87%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.9055	90.55%
CYP2C9 inhibition	-	0.6713	67.13%
CYP2C19 inhibition	-	0.7949	79.49%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	+	0.6478	64.78%
CYP inhibitory promiscuity	-	0.7034	70.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5358	53.58%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7719	77.19%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4713	47.13%
Acute Oral Toxicity (c)	III	0.6383	63.83%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	+	0.5476	54.76%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.5325	53.25%
PPAR gamma	+	0.7060	70.60%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9181	91.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.14%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.83%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.43%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.06%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.12%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.92%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.43%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.19%	83.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.49%	87.67%
CHEMBL5028	O14672	ADAM10	81.08%	97.50%
CHEMBL4267	P37173	TGF-beta receptor type II	80.72%	88.18%

Plants that contains it

• Berchemia pakistanica

Cross-Links

• PubChem: 101725857
• LOTUS: LTS0100340
• wikiData: Q104912766