[(1R,3S,3aR,4R,5R,6R,7aS)-6-[(1S,2R,3R,4S,6S)-4-acetyloxy-6-hydroxy-2-(2-methoxy-2-oxoethyl)-1,3-dimethyl-7,9-dioxabicyclo[4.2.1]nonan-3-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-1-[(E)-2-methylbut-2-enoyl]oxy-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] (2R,3R)-2-hydroxy-3-methylpentanoate

Details

• Internal ID: 99023c7a-7b9b-41c7-977e-6dc78da75cf5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,3S,3aR,4R,5R,6R,7aS)-6-[(1S,2R,3R,4S,6S)-4-acetyloxy-6-hydroxy-2-(2-methoxy-2-oxoethyl)-1,3-dimethyl-7,9-dioxabicyclo[4.2.1]nonan-3-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-1-[(E)-2-methylbut-2-enoyl]oxy-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] (2R,3R)-2-hydroxy-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2OC(=O)C(=CC)C)C3=COC=C3)C)O)C4(C(CC5(OCC(C4CC(=O)OC)(O5)C)O)OC(=O)C)C)OC=O)O
• SMILES (Isomeric): CC[C@@H](C)[C@H](C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@@]2([C@@]1([C@@H](C[C@H]2OC(=O)/C(=C/C)/C)C3=COC=C3)C)O)[C@]4([C@H](C[C@@]5(OC[C@]([C@@H]4CC(=O)OC)(O5)C)O)OC(=O)C)C)OC=O)O
• InChI: InChI=1S/C41H56O16/c1-11-21(3)32(45)36(47)56-34-33(52-20-42)31(38(8)27(16-30(44)50-10)37(7)19-53-40(48,57-37)17-29(38)54-24(6)43)23(5)41(49)28(55-35(46)22(4)12-2)15-26(39(34,41)9)25-13-14-51-18-25/h12-14,18,20-21,26-29,31-34,45,48-49H,5,11,15-17,19H2,1-4,6-10H3/b22-12+/t21-,26+,27+,28-,29+,31-,32-,33-,34+,37-,38-,39-,40+,41-/m1/s1
• InChI Key: ITSDQXUTIHBKJZ-VRRVEZDHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₆O₁₆
• Molecular Weight: 804.90 g/mol
• Exact Mass: 804.35683569 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.8500	85.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3298	32.98%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9364	93.64%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.7951	79.51%
P-glycoprotein substrate	+	0.7801	78.01%
CYP3A4 substrate	+	0.7306	73.06%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	+	0.7103	71.03%
CYP2C9 inhibition	-	0.6923	69.23%
CYP2C19 inhibition	-	0.7712	77.12%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	+	0.8047	80.47%
CYP inhibitory promiscuity	-	0.7686	76.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.6774	67.74%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3637	36.37%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5354	53.54%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5084	50.84%
Acute Oral Toxicity (c)	III	0.3455	34.55%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.8058	80.58%
Aromatase binding	+	0.6398	63.98%
PPAR gamma	+	0.7970	79.70%
Honey bee toxicity	-	0.6382	63.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.72%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.14%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.34%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.37%	80.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.36%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.10%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.94%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.96%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.82%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.62%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.96%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.03%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.22%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.75%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.46%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.92%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.38%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.07%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.73%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%
CHEMBL5028	O14672	ADAM10	80.29%	97.50%

Plants that contains it

• Trichilia rubra

Cross-Links

• PubChem: 163186501
• LOTUS: LTS0224452
• wikiData: Q105120271