Sinulobatin A

Details

• Internal ID: c2ff00cb-bcc8-48f0-ae87-7a5870e59e64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids
• IUPAC Name: [(1S,2R,3aS,4S,6R,6aS)-1,4-dimethyl-7-methylidene-6-(2-methylprop-1-enyl)-5-oxo-2,3,3a,4,6,6a,8,9-octahydro-1H-phenalen-2-yl] acetate
• InChI: InChI=1S/C22H30O3/c1-11(2)9-18-20-12(3)7-8-16-13(4)19(25-15(6)23)10-17(21(16)20)14(5)22(18)24/h9,13-14,17-20H,3,7-8,10H2,1-2,4-6H3/t13-,14-,17-,18+,19+,20+/m0/s1
• InChI Key: GPKYQTWWGVHMSD-XYTVEFIISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL998592
• CHEBI:166680
• LMPR0104410001
• [(1S,2R,3aS,4S,6R,6aS)-1,4-dimethyl-7-methylidene-6-(2-methylprop-1-enyl)-5-oxo-2,3,3a,4,6,6a,8,9-octahydro-1H-phenalen-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8031	80.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8387	83.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.8913	89.13%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5543	55.43%
P-glycoprotein inhibitior	-	0.5296	52.96%
P-glycoprotein substrate	-	0.8158	81.58%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	-	0.7696	76.96%
CYP2C19 inhibition	-	0.5965	59.65%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.7285	72.85%
CYP2C8 inhibition	-	0.7441	74.41%
CYP inhibitory promiscuity	-	0.8067	80.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9154	91.54%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.8228	82.28%
Skin irritation	-	0.6112	61.12%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	+	0.5382	53.82%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5502	55.02%
Acute Oral Toxicity (c)	III	0.8319	83.19%
Estrogen receptor binding	+	0.5822	58.22%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	-	0.5968	59.68%
Glucocorticoid receptor binding	+	0.6574	65.74%
Aromatase binding	-	0.7825	78.25%
PPAR gamma	-	0.5299	52.99%
Honey bee toxicity	-	0.6481	64.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	94.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.04%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10427503
• LOTUS: LTS0181417
• wikiData: Q105014949