2-O-methyl 4a-O-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl] 10-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2,4a-dicarboxylate

Details

• Internal ID: a380ee77-8e4c-4378-af64-cdfc6c98015f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-O-methyl 4a-O-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl] 10-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2,4a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)O)O)O)CO)C(=O)OC
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)O)O)O)CO)C(=O)OC
• InChI: InChI=1S/C48H74O22/c1-43(41(62)64-6)9-11-48(42(63)70-38-20(16-49)28(54)32(58)37(61)69-38)12-10-46(4)21(22(48)14-43)13-23(52)35-44(2)15-24(53)36(45(3,19-51)27(44)7-8-47(35,46)5)68-39-33(59)30(56)26(18-65-39)67-40-34(60)31(57)29(55)25(17-50)66-40/h13,20,22,24-40,49-51,53-61H,7-12,14-19H2,1-6H3
• InChI Key: ASLJAXGTIQJWIY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₂
• Molecular Weight: 1003.10 g/mol
• Exact Mass: 1002.46717398 g/mol
• Topological Polar Surface Area (TPSA): 359.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.74
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7470	74.70%
OATP1B3 inhibitior	-	0.2293	22.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.9175	91.75%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.6487	64.87%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9078	90.78%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7932	79.32%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6438	64.38%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.6230	62.30%
PPAR gamma	+	0.8075	80.75%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8974	89.74%

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	99.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.42%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.28%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.95%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.72%	94.78%
CHEMBL1951	P21397	Monoamine oxidase A	91.24%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.67%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	88.67%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.55%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.18%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.12%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.20%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.77%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.16%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.59%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.51%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.89%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.76%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	81.70%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	80.82%	92.50%
CHEMBL5028	O14672	ADAM10	80.26%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.11%	96.77%

Plants that contains it

• Phytolacca acinosa

Cross-Links

• PubChem: 162877824
• LOTUS: LTS0273579
• wikiData: Q104917917