Scabronine L

Details

• Internal ID: fc5d2056-c123-40cf-81f1-2f75bbf7d9c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(3aS,5aR,6S,9S,10aR)-6,9-dihydroxy-3a-(hydroxymethyl)-1-[(2R)-1-hydroxypropan-2-yl]-5a-methyl-2,3,4,5,6,9,10,10a-octahydrocyclohepta[e]inden-8-yl]methyl benzoate
• SMILES (Canonical): CC(CO)C1=C2C3CC(C(=CC(C3(CCC2(CC1)CO)C)O)COC(=O)C4=CC=CC=C4)O
• SMILES (Isomeric): C[C@@H](CO)C1=C2[C@H]3C[C@@H](C(=C[C@@H]([C@@]3(CC[C@]2(CC1)CO)C)O)COC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C27H36O6/c1-17(14-28)20-8-9-27(16-29)11-10-26(2)21(24(20)27)13-22(30)19(12-23(26)31)15-33-25(32)18-6-4-3-5-7-18/h3-7,12,17,21-23,28-31H,8-11,13-16H2,1-2H3/t17-,21+,22-,23-,26+,27+/m0/s1
• InChI Key: VNIWCINJZQJXFB-GIXUWZPISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₆
• Molecular Weight: 456.60 g/mol
• Exact Mass: 456.25118886 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• CHEMBL1802071

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.7745	77.45%
Blood Brain Barrier	+	0.6541	65.41%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.8995	89.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6793	67.93%
BSEP inhibitior	+	0.9455	94.55%
P-glycoprotein inhibitior	-	0.4430	44.30%
P-glycoprotein substrate	-	0.5683	56.83%
CYP3A4 substrate	+	0.6614	66.14%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.8320	83.20%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.7238	72.38%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.7392	73.92%
CYP2C8 inhibition	+	0.5778	57.78%
CYP inhibitory promiscuity	-	0.8210	82.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.5817	58.17%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6868	68.68%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8549	85.49%
Acute Oral Toxicity (c)	III	0.5012	50.12%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.7257	72.57%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.7317	73.17%
PPAR gamma	+	0.5722	57.22%
Honey bee toxicity	-	0.7778	77.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.14%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.64%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL1914	P06276	Butyrylcholinesterase	85.61%	95.00%
CHEMBL2039	P27338	Monoamine oxidase B	85.13%	92.51%
CHEMBL5028	O14672	ADAM10	84.61%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.65%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.98%	94.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.38%	96.47%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 56666430
• NPASS: NPC250420
• LOTUS: LTS0052716
• wikiData: Q77491186