Salvipimarone

Details

• Internal ID: ef2f935e-bb32-4ae8-a297-618f5d71fe31
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (4aS,4bR,7R,9S,10aR)-7-ethenyl-4b,9-dihydroxy-1,1,4a,7-tetramethyl-3,4,6,9,10,10a-hexahydrophenanthrene-2,5-dione
• SMILES (Canonical): CC1(C2CC(C3=CC(CC(=O)C3(C2(CCC1=O)C)O)(C)C=C)O)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1C[C@@H](C3=C[C@@](CC(=O)[C@@]23O)(C)C=C)O)(C)C
• InChI: InChI=1S/C20H28O4/c1-6-18(4)10-12-13(21)9-14-17(2,3)15(22)7-8-19(14,5)20(12,24)16(23)11-18/h6,10,13-14,21,24H,1,7-9,11H2,2-5H3/t13-,14-,18+,19-,20+/m0/s1
• InChI Key: ZBZPCFDHBJLKTD-SIDKUJJXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL458126
• SCHEMBL5490621

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.7298	72.98%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7788	77.88%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	-	0.3839	38.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	-	0.4883	48.83%
P-glycoprotein inhibitior	-	0.7731	77.31%
P-glycoprotein substrate	-	0.8910	89.10%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.8147	81.47%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	-	0.6230	62.30%
CYP inhibitory promiscuity	-	0.9401	94.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9353	93.53%
Skin irritation	+	0.5752	57.52%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.6943	69.43%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4928	49.28%
Acute Oral Toxicity (c)	I	0.5949	59.49%
Estrogen receptor binding	+	0.6038	60.38%
Androgen receptor binding	+	0.6422	64.22%
Thyroid receptor binding	+	0.6787	67.87%
Glucocorticoid receptor binding	+	0.7036	70.36%
Aromatase binding	+	0.5677	56.77%
PPAR gamma	-	0.7067	70.67%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	94.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.49%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.05%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.57%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.50%	93.03%

Plants that contains it

• Salvia multicaulis

Cross-Links

• PubChem: 21582617
• LOTUS: LTS0100476
• wikiData: Q105370913