9alpha-Hydroxyisopimara-8(14),15-dien-7-one

Details

• Internal ID: 773a9420-f111-4948-a831-7d4a50120c4c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (4aS,4bS,7R,10aS)-7-ethenyl-4b-hydroxy-1,1,4a,7-tetramethyl-3,4,5,6,10,10a-hexahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C3=CC(CCC32O)(C)C=C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C(=C1)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)O)C=C
• InChI: InChI=1S/C20H30O2/c1-6-18(4)10-11-20(22)14(13-18)15(21)12-16-17(2,3)8-7-9-19(16,20)5/h6,13,16,22H,1,7-12H2,2-5H3/t16-,18-,19-,20+/m0/s1
• InChI Key: RXEQRZFQTQKNLN-FRYIKTPZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 9alpha-hydroxyisopimara-8(14),15-dien-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8462	84.62%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7785	77.85%
P-glycoprotein inhibitior	-	0.8446	84.46%
P-glycoprotein substrate	-	0.8968	89.68%
CYP3A4 substrate	+	0.5671	56.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8506	85.06%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	-	0.5233	52.33%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8240	82.40%
CYP2C8 inhibition	-	0.7957	79.57%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5131	51.31%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8425	84.25%
Skin irritation	+	0.5933	59.33%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4011	40.11%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6094	60.94%
skin sensitisation	+	0.4909	49.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.6088	60.88%
Androgen receptor binding	+	0.5804	58.04%
Thyroid receptor binding	+	0.5548	55.48%
Glucocorticoid receptor binding	+	0.6129	61.29%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.76%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	86.41%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.20%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.52%	85.14%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 11347196
• LOTUS: LTS0071768
• wikiData: Q105246960