methyl 2-[(1S,2S,3S,5S)-3,5-diacetyloxy-2-[(1R,5S,6R,7R,7aS)-6,7-diacetyloxy-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethylcyclohexyl]acetate

Details

• Internal ID: f9811cb6-10f9-48ff-8c03-f0297091fe01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 2-[(1S,2S,3S,5S)-3,5-diacetyloxy-2-[(1R,5S,6R,7R,7aS)-6,7-diacetyloxy-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethylcyclohexyl]acetate
• SMILES (Canonical): CC(=O)OC1CC(C(C(C1(C)C)CC(=O)OC)(C)C2C(C(C3(C(CC=C3C2=C)C4=COC=C4)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H](C([C@@H]([C@@]1(C)[C@H]2[C@H]([C@@H]([C@]3([C@H](CC=C3C2=C)C4=COC=C4)C)OC(=O)C)OC(=O)C)CC(=O)OC)(C)C)OC(=O)C
• InChI: InChI=1S/C35H46O11/c1-18-24-11-12-25(23-13-14-42-17-23)34(24,8)32(46-22(5)39)31(45-21(4)38)30(18)35(9)26(15-29(40)41-10)33(6,7)27(43-19(2)36)16-28(35)44-20(3)37/h11,13-14,17,25-28,30-32H,1,12,15-16H2,2-10H3/t25-,26+,27+,28+,30-,31-,32+,34-,35-/m1/s1
• InChI Key: YOBQUSJLRHUWTA-HHMVWEPTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₁
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.30401228 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.7893	78.93%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	-	0.4014	40.14%
OATP1B3 inhibitior	-	0.5195	51.95%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9950	99.50%
P-glycoprotein inhibitior	+	0.8844	88.44%
P-glycoprotein substrate	+	0.5737	57.37%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	+	0.7109	71.09%
CYP2C9 inhibition	-	0.7158	71.58%
CYP2C19 inhibition	-	0.6138	61.38%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.7668	76.68%
CYP2C8 inhibition	+	0.7857	78.57%
CYP inhibitory promiscuity	+	0.5819	58.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.7217	72.17%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6837	68.37%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6353	63.53%
skin sensitisation	-	0.7049	70.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6315	63.15%
Acute Oral Toxicity (c)	III	0.5945	59.45%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.6824	68.24%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.8222	82.22%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.7116	71.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	98.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.62%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.08%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.40%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.44%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.81%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.63%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.56%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL5028	O14672	ADAM10	82.48%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.80%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.80%	91.24%

Plants that contains it

• Turraea floribunda

Cross-Links

• PubChem: 163195544
• LOTUS: LTS0123664
• wikiData: Q105351230