Scabrol A

Details

• Internal ID: 0837d008-1331-4784-b166-81cb41f6679c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aS,7R,7aR)-7-hydroxy-4,7-dimethyl-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1C2CCC(C2COC1=O)(C)O
• SMILES (Isomeric): C[C@@H]1[C@H]2CC[C@@]([C@H]2COC1=O)(C)O
• InChI: InChI=1S/C10H16O3/c1-6-7-3-4-10(2,12)8(7)5-13-9(6)11/h6-8,12H,3-5H2,1-2H3/t6-,7-,8+,10-/m1/s1
• InChI Key: KCIYXMDQXNFJBA-BDNRQGISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL2152448

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.5251	52.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8401	84.01%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6852	68.52%
BSEP inhibitior	-	0.9557	95.57%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9684	96.84%
CYP1A2 inhibition	-	0.8016	80.16%
CYP2C8 inhibition	-	0.9664	96.64%
CYP inhibitory promiscuity	-	0.9913	99.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.5821	58.21%
Skin irritation	-	0.5996	59.96%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7500	75.00%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6610	66.10%
skin sensitisation	-	0.8676	86.76%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6199	61.99%
Acute Oral Toxicity (c)	IV	0.4278	42.78%
Estrogen receptor binding	-	0.6027	60.27%
Androgen receptor binding	-	0.4949	49.49%
Thyroid receptor binding	-	0.7954	79.54%
Glucocorticoid receptor binding	-	0.7531	75.31%
Aromatase binding	-	0.8705	87.05%
PPAR gamma	-	0.8744	87.44%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8106	81.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.37%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.00%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.06%	96.09%
CHEMBL1871	P10275	Androgen Receptor	83.75%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.43%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.22%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.92%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.18%	94.80%

Plants that contains it

• Patrinia scabra

Cross-Links

• PubChem: 71458435
• NPASS: NPC98711