[(1R,2R,4R,8S,10S)-8-acetyloxy-6-(furan-3-yl)-18-hydroxy-1,10-bis(hydroxymethyl)-7,15,15-trimethyl-9-oxo-3,14-dioxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-16-en-13-yl] acetate

Details

• Internal ID: 92e0cccb-f595-4ded-be8e-f466f34e8033
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > 17-furanylsteroids and derivatives
• IUPAC Name: [(1R,2R,4R,8S,10S)-8-acetyloxy-6-(furan-3-yl)-18-hydroxy-1,10-bis(hydroxymethyl)-7,15,15-trimethyl-9-oxo-3,14-dioxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-16-en-13-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(=CC(C3(C2(C(=O)C(C4(C35C(O5)CC4C6=COC=C6)C)OC(=O)C)CO)CO)O)C(O1)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C(=O)[C@]2(C3CC(OC(C3=CC([C@]2([C@]45C1(C(C[C@H]4O5)C6=COC=C6)C)CO)O)(C)C)OC(=O)C)CO
• InChI: InChI=1S/C29H36O11/c1-14(32)37-22-10-19-18(25(3,4)40-22)8-20(34)28(13-31)27(19,12-30)23(35)24(38-15(2)33)26(5)17(16-6-7-36-11-16)9-21-29(26,28)39-21/h6-8,11,17,19-22,24,30-31,34H,9-10,12-13H2,1-5H3/t17?,19?,20?,21-,22?,24-,26?,27-,28-,29-/m1/s1
• InChI Key: KZBDSUHQOMWAFN-ZLQCMPFCSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₁
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.22576196 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9229	92.29%
Caco-2	-	0.7584	75.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8328	83.28%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7317	73.17%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9489	94.89%
P-glycoprotein inhibitior	+	0.6802	68.02%
P-glycoprotein substrate	+	0.6162	61.62%
CYP3A4 substrate	+	0.7163	71.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.6299	62.99%
CYP2C9 inhibition	-	0.7669	76.69%
CYP2C19 inhibition	-	0.8238	82.38%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	+	0.6169	61.69%
CYP inhibitory promiscuity	-	0.6652	66.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5520	55.20%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7440	74.40%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5164	51.64%
skin sensitisation	-	0.8404	84.04%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5070	50.70%
Acute Oral Toxicity (c)	I	0.6075	60.75%
Estrogen receptor binding	+	0.8244	82.44%
Androgen receptor binding	+	0.7759	77.59%
Thyroid receptor binding	+	0.5940	59.40%
Glucocorticoid receptor binding	+	0.8098	80.98%
Aromatase binding	+	0.7548	75.48%
PPAR gamma	+	0.6533	65.33%
Honey bee toxicity	-	0.6558	65.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6868	68.68%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.27%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.65%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.70%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	88.50%	97.79%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.90%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.77%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.70%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.49%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.39%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.86%	99.17%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 5321976
• LOTUS: LTS0173184
• wikiData: Q105148060