Spiganthine

Details

• Internal ID: 09bef25b-ca51-42c6-8fe6-96141607d299
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,2R,3S,6S,7R,9S,10S,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-7-(hydroxymethyl)-3,10-dimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl] 1H-pyrrole-3-carboxylate
• InChI: InChI=1S/C25H35NO10/c1-12(2)22(32)17(35-16(29)14-6-8-26-9-14)23(33)19(11-27)10-21(31)18(22,4)25(23,34)24(36-21)15(28)13(3)5-7-20(19,24)30/h6,8-9,12-13,15,17,26-28,30-34H,5,7,10-11H2,1-4H3/t13-,15+,17+,18-,19+,20-,21-,22+,23+,24+,25+/m0/s1
• InChI Key: CAJJMEFYDCCPAX-SFEDZAPPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₅NO₁₀
• Molecular Weight: 509.50 g/mol
• Exact Mass: 509.22609631 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• CHEMBL463332

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8028	80.28%
Caco-2	-	0.7952	79.52%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5444	54.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5936	59.36%
P-glycoprotein inhibitior	-	0.5657	56.57%
P-glycoprotein substrate	+	0.6528	65.28%
CYP3A4 substrate	+	0.6982	69.82%
CYP2C9 substrate	-	0.5999	59.99%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.7898	78.98%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8206	82.06%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7422	74.22%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5907	59.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6767	67.67%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5083	50.83%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.6301	63.01%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6149	61.49%
Glucocorticoid receptor binding	+	0.6679	66.79%
Aromatase binding	+	0.7358	73.58%
PPAR gamma	+	0.5856	58.56%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8337	83.37%

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	97.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.17%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.56%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.14%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.47%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.74%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.41%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.51%	97.28%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.90%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.12%	95.56%

Plants that contains it

• Spigelia anthelmia

Cross-Links

• PubChem: 12041874
• LOTUS: LTS0105275
• wikiData: Q105102036