Ochracene C

Details

• Internal ID: e409e647-9d72-4c97-856e-aad94291feba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (2R)-2-[(5S)-2,5,6-trimethylcyclohepta-1,6-dien-1-yl]pentanedioic acid
• SMILES (Canonical): CC1CCC(=C(C=C1C)C(CCC(=O)O)C(=O)O)C
• SMILES (Isomeric): C[C@H]1CCC(=C(C=C1C)[C@@H](CCC(=O)O)C(=O)O)C
• InChI: InChI=1S/C15H22O4/c1-9-4-5-10(2)13(8-11(9)3)12(15(18)19)6-7-14(16)17/h8-9,12H,4-7H2,1-3H3,(H,16,17)(H,18,19)/t9-,12+/m0/s1
• InChI Key: XKUBOSHDPRVCDA-JOYOIKCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL4210927

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	+	0.8113	81.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9273	92.73%
P-glycoprotein inhibitior	-	0.9321	93.21%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	-	0.5383	53.83%
CYP2C9 substrate	+	0.6594	65.94%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.7949	79.49%
CYP2C8 inhibition	-	0.9415	94.15%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.7425	74.25%
Eye corrosion	-	0.9507	95.07%
Eye irritation	-	0.7473	74.73%
Skin irritation	-	0.7019	70.19%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6465	64.65%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5429	54.29%
skin sensitisation	-	0.5901	59.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5187	51.87%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9266	92.66%
Acute Oral Toxicity (c)	III	0.6646	66.46%
Estrogen receptor binding	-	0.6372	63.72%
Androgen receptor binding	-	0.7732	77.32%
Thyroid receptor binding	+	0.5636	56.36%
Glucocorticoid receptor binding	-	0.5497	54.97%
Aromatase binding	-	0.7651	76.51%
PPAR gamma	-	0.5772	57.72%
Honey bee toxicity	-	0.9733	97.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.06%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.69%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.00%	86.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.63%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.86%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.76%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 95790328
• LOTUS: LTS0087330
• wikiData: Q105329708