Gelomulide D

Details

• Internal ID: a3299987-979b-4f3d-933d-d82aaf645ae3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,3R,8R,10S,11R,16S)-5,11,15,15-tetramethyl-2,7-dioxapentacyclo[8.8.0.01,3.04,8.011,16]octadeca-4,12-diene-6,14-dione
• SMILES (Canonical): CC1=C2C(CC3C4(C=CC(=O)C(C4CCC35C2O5)(C)C)C)OC1=O
• SMILES (Isomeric): CC1=C2[C@@H](C[C@H]3[C@@]4(C=CC(=O)C([C@H]4CC[C@@]35[C@@H]2O5)(C)C)C)OC1=O
• InChI: InChI=1S/C20H24O4/c1-10-15-11(23-17(10)22)9-13-19(4)7-6-14(21)18(2,3)12(19)5-8-20(13)16(15)24-20/h6-7,11-13,16H,5,8-9H2,1-4H3/t11-,12-,13+,16-,19-,20+/m1/s1
• InChI Key: FEPYBCIIYOUFFF-CDDCSLGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 122537-62-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5544	55.44%
P-glycoprotein inhibitior	+	0.5926	59.26%
P-glycoprotein substrate	-	0.7002	70.02%
CYP3A4 substrate	+	0.6561	65.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	-	0.8293	82.93%
CYP2C19 inhibition	-	0.8702	87.02%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.6613	66.13%
CYP2C8 inhibition	-	0.7207	72.07%
CYP inhibitory promiscuity	-	0.9018	90.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.5559	55.59%
Skin corrosion	-	0.8521	85.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6923	69.23%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6834	68.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6522	65.22%
Acute Oral Toxicity (c)	III	0.5543	55.43%
Estrogen receptor binding	+	0.8935	89.35%
Androgen receptor binding	+	0.6441	64.41%
Thyroid receptor binding	+	0.7913	79.13%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	-	0.4891	48.91%
PPAR gamma	+	0.7030	70.30%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	94.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.90%	100.00%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	84.51%	88.84%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.23%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.11%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.31%	98.95%

Plants that contains it

• Strychnos nux-vomica
• Suregada multiflora

Cross-Links

• PubChem: 14286072
• NPASS: NPC67723
• LOTUS: LTS0153403
• wikiData: Q104994123