methyl 7,8,11-trihydroxy-10-[(3-hydroxy-11-methoxycarbonyl-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,10,12,12a,13,14-octahydro-6aH-picen-2-yl)oxy]-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,6b,7,8,13,14,14b-decahydro-1H-picene-2-carboxylate

Details

• Internal ID: b3506cf4-f0da-4c9b-8237-3bc32b389073
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: methyl 7,8,11-trihydroxy-10-[(3-hydroxy-11-methoxycarbonyl-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,10,12,12a,13,14-octahydro-6aH-picen-2-yl)oxy]-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,6b,7,8,13,14,14b-decahydro-1H-picene-2-carboxylate
• SMILES (Canonical): CC1=C2C=CC3C(C2=CC(=C1O)OC4=C(C=C5C(=C4C)C(C(C6C5(CCC7(C6(CCC8(C7CC(CC8)(C)C(=O)OC)C)C)C)C)O)O)O)(CCC9(C3(CCC1(C9CC(CC1)(C)C(=O)OC)C)C)C)C
• SMILES (Isomeric): CC1=C2C=CC3C(C2=CC(=C1O)OC4=C(C=C5C(=C4C)C(C(C6C5(CCC7(C6(CCC8(C7CC(CC8)(C)C(=O)OC)C)C)C)C)O)O)O)(CCC9(C3(CCC1(C9CC(CC1)(C)C(=O)OC)C)C)C)C
• InChI: InChI=1S/C60H84O9/c1-33-35-15-16-40-55(7,23-27-58(10)41-31-53(5,49(65)67-13)19-17-51(41,3)21-25-57(40,58)9)36(35)30-39(44(33)62)69-47-34(2)43-37(29-38(47)61)56(8)24-28-59(11)42-32-54(6,50(66)68-14)20-18-52(42,4)22-26-60(59,12)48(56)46(64)45(43)63/h15-16,29-30,40-42,45-46,48,61-64H,17-28,31-32H2,1-14H3
• InChI Key: AYIQPBYTUJTXHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₄O₉
• Molecular Weight: 949.30 g/mol
• Exact Mass: 948.61153425 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 14.20
• Atomic LogP (AlogP): 12.86
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9602	96.02%
Caco-2	-	0.8502	85.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8420	84.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.8937	89.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9744	97.44%
P-glycoprotein inhibitior	+	0.7569	75.69%
P-glycoprotein substrate	+	0.6077	60.77%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8070	80.70%
CYP3A4 inhibition	-	0.7257	72.57%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	+	0.7037	70.37%
CYP2C8 inhibition	+	0.7681	76.81%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9063	90.63%
Carcinogenicity (trinary)	Non-required	0.6125	61.25%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7206	72.06%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7305	73.05%
Acute Oral Toxicity (c)	III	0.5443	54.43%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.7739	77.39%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.6283	62.83%
PPAR gamma	+	0.8082	80.82%
Honey bee toxicity	-	0.6863	68.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.10%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	92.18%	95.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	91.31%	95.52%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.12%	91.79%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.81%	96.38%
CHEMBL4208	P20618	Proteasome component C5	87.45%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.80%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.75%	92.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.64%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.39%	90.71%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.10%	94.97%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.03%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.64%	97.53%
CHEMBL2535	P11166	Glucose transporter	84.45%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.07%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.95%	94.33%
CHEMBL240	Q12809	HERG	82.59%	89.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.56%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.49%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.44%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.44%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.09%	89.62%

Plants that contains it

• Maytenus magellanica

Cross-Links

• PubChem: 14734029
• LOTUS: LTS0159196
• wikiData: Q104921139