methyl 2-[(1R,3R,4R,5S,7S,8R,9R,10R,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-9,10-dihydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

Details

• Internal ID: 5bbf0f07-ec7f-447b-9db2-6895f132e736
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,3R,4R,5S,7S,8R,9R,10R,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-9,10-dihydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
• SMILES (Canonical): CC(=O)OC1C2C(C(C(C1OC(=O)C)(C)C)CC(=O)OC)(C3(C(CC4(C(OC(=O)CC4(C3=C)O2)C5=COC=C5)C)O)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2[C@@]([C@H](C([C@@H]1OC(=O)C)(C)C)CC(=O)OC)([C@@]3([C@@H](C[C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O2)C5=COC=C5)C)O)O)C
• InChI: InChI=1S/C31H40O12/c1-15-30-13-22(36)42-24(18-9-10-39-14-18)28(30,6)12-20(34)31(15,37)29(7)19(11-21(35)38-8)27(4,5)25(41-17(3)33)23(26(29)43-30)40-16(2)32/h9-10,14,19-20,23-26,34,37H,1,11-13H2,2-8H3/t19-,20+,23-,24-,25+,26-,28-,29+,30-,31+/m0/s1
• InChI Key: FHDMRXVKCNUYLT-RFBAFXLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₂
• Molecular Weight: 604.60 g/mol
• Exact Mass: 604.25197671 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6783	67.83%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	-	0.5114	51.14%
OATP1B3 inhibitior	-	0.2438	24.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8847	88.47%
P-glycoprotein inhibitior	+	0.7914	79.14%
P-glycoprotein substrate	+	0.6475	64.75%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	+	0.7544	75.44%
CYP2C9 inhibition	-	0.7115	71.15%
CYP2C19 inhibition	-	0.7485	74.85%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.7138	71.38%
CYP inhibitory promiscuity	-	0.8320	83.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4718	47.18%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8772	87.72%
Skin irritation	-	0.6376	63.76%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6655	66.55%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5547	55.47%
skin sensitisation	-	0.8121	81.21%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.5406	54.06%
Estrogen receptor binding	+	0.7903	79.03%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6315	63.15%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	+	0.7056	70.56%
PPAR gamma	+	0.7570	75.70%
Honey bee toxicity	-	0.7368	73.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.92%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.92%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.35%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.17%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.81%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.80%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.61%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.24%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	83.19%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.14%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.34%	95.50%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 101473541
• LOTUS: LTS0150562
• wikiData: Q104995184