Scabronine J

Details

• Internal ID: 14abc6d2-b101-4f06-97fb-cd8fbda4cda7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3aS,5aR,6S)-3a-(hydroxymethyl)-1-(1-hydroxypropan-2-yl)-6-methoxy-5a-methyl-2,3,4,5,6,7-hexahydrocyclohepta[e]indene-8-carbaldehyde
• SMILES (Canonical): CC(CO)C1=C2C3=CC=C(CC(C3(CCC2(CC1)CO)C)OC)C=O
• SMILES (Isomeric): CC(CO)C1=C2C3=CC=C(C[C@@H]([C@@]3(CC[C@]2(CC1)CO)C)OC)C=O
• InChI: InChI=1S/C21H30O4/c1-14(11-22)16-6-7-21(13-24)9-8-20(2)17(19(16)21)5-4-15(12-23)10-18(20)25-3/h4-5,12,14,18,22,24H,6-11,13H2,1-3H3/t14?,18-,20+,21+/m0/s1
• InChI Key: YNWVJYUTUMCIQZ-ISGZNDKYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• (3aS,5aR,6S)-3a-(hydroxymethyl)-1-(1-hydroxypropan-2-yl)-6-methoxy-5a-methyl-2,3,4,5,6,7-hexahydrocyclohepta[e]indene-8-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7900	79.00%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7921	79.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9002	90.02%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7162	71.62%
BSEP inhibitior	-	0.6570	65.70%
P-glycoprotein inhibitior	-	0.8299	82.99%
P-glycoprotein substrate	-	0.6248	62.48%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.7620	76.20%
CYP2C19 inhibition	-	0.8311	83.11%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.7828	78.28%
CYP2C8 inhibition	-	0.5941	59.41%
CYP inhibitory promiscuity	-	0.8783	87.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9220	92.20%
Carcinogenicity (trinary)	Non-required	0.6674	66.74%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.6551	65.51%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7711	77.11%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5848	58.48%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7301	73.01%
Acute Oral Toxicity (c)	III	0.5893	58.93%
Estrogen receptor binding	+	0.6307	63.07%
Androgen receptor binding	-	0.4874	48.74%
Thyroid receptor binding	+	0.7128	71.28%
Glucocorticoid receptor binding	+	0.7920	79.20%
Aromatase binding	-	0.5435	54.35%
PPAR gamma	+	0.6026	60.26%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9558	95.58%

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	98.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.10%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.55%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.29%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.70%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.31%	94.75%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 24828243
• NPASS: NPC253587
• LOTUS: LTS0139646
• wikiData: Q77510277