methyl (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-10-acetyloxy-9-[[(2R,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-12-hydroxy-2,4a,6a,6b,12a-pentamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylate

Details

• Internal ID: 21774e7f-7d5f-44d7-ae94-ecd2cb98732c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-10-acetyloxy-9-[[(2R,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-12-hydroxy-2,4a,6a,6b,12a-pentamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C3CCC4(C(C3(C(CC2OC(=O)C)O)C)CC=C5C4(CCC6(C5CC(CC6)(C)C(=O)OC)C)C)C)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]2[C@@H]3CC[C@@]4([C@@H]([C@]3([C@H](C[C@@H]2OC(=O)C)O)C)CC=C5[C@]4(CC[C@@]6([C@@H]5C[C@](CC6)(C)C(=O)OC)C)C)C)O)O)OC(=O)C
• InChI: InChI=1S/C40H62O11/c1-21-33(51-23(3)42)31(44)32(45)34(49-21)48-20-24-25-12-13-39(7)29(40(25,8)30(43)18-28(24)50-22(2)41)11-10-26-27-19-37(5,35(46)47-9)15-14-36(27,4)16-17-38(26,39)6/h10,21,24-25,27-34,43-45H,11-20H2,1-9H3/t21-,24-,25-,27+,28-,29-,30-,31-,32+,33-,34+,36+,37+,38+,39+,40-/m0/s1
• InChI Key: YOZKWYWLNLRSPN-NPFQLLRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₁
• Molecular Weight: 718.90 g/mol
• Exact Mass: 718.42921279 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8911	89.11%
Caco-2	-	0.8581	85.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8522	85.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8242	82.42%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6814	68.14%
BSEP inhibitior	+	0.7716	77.16%
P-glycoprotein inhibitior	+	0.7945	79.45%
P-glycoprotein substrate	+	0.6049	60.49%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.7427	74.27%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9171	91.71%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.6965	69.65%
CYP2C8 inhibition	+	0.7312	73.12%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9158	91.58%
Skin irritation	+	0.5486	54.86%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7064	70.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4707	47.07%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5107	51.07%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	-	0.5975	59.75%
Glucocorticoid receptor binding	+	0.7820	78.20%
Aromatase binding	+	0.7391	73.91%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.7232	72.32%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	99.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.61%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.01%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.44%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.21%	85.30%
CHEMBL221	P23219	Cyclooxygenase-1	85.93%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.32%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.20%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.34%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.99%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL259	P32245	Melanocortin receptor 4	81.95%	95.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.46%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.68%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.41%	96.90%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.01%	97.36%

Plants that contains it

• Combretum sundaicum

Cross-Links

• PubChem: 45267265
• LOTUS: LTS0128336
• wikiData: Q105351604