7-Oxofriedelin

Details

• Internal ID: 592eb521-0132-43c8-adcf-f4705325c9d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,4,5,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicene-3,6-dione
• SMILES (Canonical): CC1C(=O)CCC2C1(CC(=O)C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C
• SMILES (Isomeric): C[C@H]1C(=O)CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)C
• InChI: InChI=1S/C30H48O2/c1-19-20(31)9-10-22-27(5)14-16-29(7)23-18-25(2,3)11-12-26(23,4)13-15-30(29,8)24(27)21(32)17-28(19,22)6/h19,22-24H,9-18H2,1-8H3/t19-,22-,23+,24-,26+,27-,28+,29-,30+/m0/s1
• InChI Key: GPIWSGIAALYKPX-CITAGXGHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Putranjivadione
• 18671-50-6
• (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,4,5,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicene-3,6-dione
• CHEMBL460550

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5456	54.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7592	75.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9818	98.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8364	83.64%
P-glycoprotein inhibitior	-	0.5351	53.51%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.6486	64.86%
CYP2C9 substrate	-	0.7483	74.83%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.8851	88.51%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.8356	83.56%
CYP2D6 inhibition	-	0.9642	96.42%
CYP1A2 inhibition	-	0.8800	88.00%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9490	94.90%
Eye irritation	-	0.8950	89.50%
Skin irritation	+	0.5452	54.52%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6411	64.11%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.7402	74.02%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6918	69.18%
Acute Oral Toxicity (c)	III	0.7454	74.54%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.6697	66.97%
Thyroid receptor binding	+	0.6545	65.45%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.7392	73.92%
PPAR gamma	+	0.6102	61.02%
Honey bee toxicity	-	0.7991	79.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	97.28%	97.25%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.25%	94.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.94%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.55%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.49%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.94%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.35%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.72%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL1871	P10275	Androgen Receptor	82.07%	96.43%
CHEMBL1902	P62942	FK506-binding protein 1A	81.68%	97.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.24%	96.77%

Plants that contains it

• Curcuma kwangsiensis
• Drypetes gossweileri
• Drypetes inaequalis
• Drypetes laciniata
• Drypetes molunduana
• Drypetes tessmanniana
• Euonymus laxiflorus
• Excoecaria agallocha
• Guettarda platypoda
• Putranjiva roxburghii

Cross-Links

• PubChem: 21596176
• NPASS: NPC127798
• LOTUS: LTS0275424
• wikiData: Q104666908