Spiroleptosphol C

Details

• Internal ID: a7168595-a7ba-4cea-9d8c-177e5bd0192d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4R,5R,6R,7R,10R)-4,6,7-trihydroxy-10-[(E,3R,5S,6R)-6-hydroxy-3,5-dimethylhept-1-enyl]-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one
• SMILES (Canonical): CC(CC(C)C(C)O)C=CC1C=CC(C(C12C(C(=C)OC2=O)O)O)O
• SMILES (Isomeric): C[C@H](C[C@H](C)[C@@H](C)O)/C=C/[C@@H]1C=C[C@H]([C@@H]([C@@]12[C@H](C(=C)OC2=O)O)O)O
• InChI: InChI=1S/C19H28O6/c1-10(9-11(2)12(3)20)5-6-14-7-8-15(21)17(23)19(14)16(22)13(4)25-18(19)24/h5-8,10-12,14-17,20-23H,4,9H2,1-3H3/b6-5+/t10-,11-,12+,14+,15+,16-,17-,19-/m0/s1
• InChI Key: SMJOYDRWSIYUPI-FZCVXSTPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₆
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.18858861 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9094	90.94%
Caco-2	-	0.7088	70.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5035	50.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7978	79.78%
P-glycoprotein inhibitior	-	0.8844	88.44%
P-glycoprotein substrate	-	0.6886	68.86%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.7953	79.53%
CYP2C9 inhibition	-	0.8857	88.57%
CYP2C19 inhibition	-	0.8573	85.73%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.7990	79.90%
CYP2C8 inhibition	-	0.8934	89.34%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9642	96.42%
Skin irritation	-	0.5505	55.05%
Skin corrosion	-	0.8796	87.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7869	78.69%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6192	61.92%
skin sensitisation	-	0.6558	65.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4805	48.05%
Estrogen receptor binding	+	0.5511	55.11%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	+	0.6444	64.44%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.6329	63.29%
Honey bee toxicity	-	0.7428	74.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.73%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.14%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.81%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.60%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.50%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46207398
• LOTUS: LTS0210043
• wikiData: Q105255969