Jatrogrossidione

Details

• Internal ID: da20a4f1-3232-44d9-a2a7-1be6ebeafec1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: (2S,3R,6aS,7R,10aR)-3-hydroxy-2,5-dimethyl-10-methylidene-7-prop-1-en-2-yl-3,6a,7,8,9,10a-hexahydro-2H-benzo[h]azulene-1,4-dione
• SMILES (Canonical): CC1C(C2=C(C1=O)C3C(C=C(C2=O)C)C(CCC3=C)C(=C)C)O
• SMILES (Isomeric): C[C@H]1[C@H](C2=C(C1=O)[C@@H]3[C@@H](C=C(C2=O)C)[C@@H](CCC3=C)C(=C)C)O
• InChI: InChI=1S/C20H24O3/c1-9(2)13-7-6-10(3)15-14(13)8-11(4)18(21)17-16(15)19(22)12(5)20(17)23/h8,12-15,20,23H,1,3,6-7H2,2,4-5H3/t12-,13+,14+,15+,20-/m1/s1
• InChI Key: ZCRHGEOBXMVLID-BINAMKIQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL4213396

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.5335	53.35%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6364	63.64%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9037	90.37%
P-glycoprotein inhibitior	-	0.7640	76.40%
P-glycoprotein substrate	-	0.7540	75.40%
CYP3A4 substrate	+	0.5446	54.46%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8742	87.42%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.8515	85.15%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	+	0.5807	58.07%
CYP2C8 inhibition	-	0.8550	85.50%
CYP inhibitory promiscuity	-	0.8870	88.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5638	56.38%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.8736	87.36%
Skin irritation	+	0.6257	62.57%
Skin corrosion	-	0.8839	88.39%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8064	80.64%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.4812	48.12%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7341	73.41%
Acute Oral Toxicity (c)	III	0.4899	48.99%
Estrogen receptor binding	-	0.6774	67.74%
Androgen receptor binding	+	0.6586	65.86%
Thyroid receptor binding	+	0.5251	52.51%
Glucocorticoid receptor binding	+	0.5816	58.16%
Aromatase binding	-	0.8230	82.30%
PPAR gamma	-	0.5119	51.19%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9749	97.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.74%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.74%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%

Plants that contains it

• Jatropha grossidentata
• Phellodendron chinense

Cross-Links

• PubChem: 101804595
• NPASS: NPC27838
• LOTUS: LTS0097544
• wikiData: Q105371380