Cyperorotundene

Details

• Internal ID: 7d4f522c-b79f-419f-9bdf-cdfa064b2df7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,7R)-4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-en-3-one
• SMILES (Canonical): CC1CCC2CC3=C(C(=O)CC13C2(C)C)C
• SMILES (Isomeric): CC1CC[C@@H]2CC3=C(C(=O)C[C@]13C2(C)C)C
• InChI: InChI=1S/C15H22O/c1-9-5-6-11-7-12-10(2)13(16)8-15(9,12)14(11,3)4/h9,11H,5-8H2,1-4H3/t9?,11-,15+/m1/s1
• InChI Key: GIGKXOAUYMWORB-SDBXAJCQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• GIGKXOAUYMWORB-SDBXAJCQSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8823	88.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4930	49.30%
OATP2B1 inhibitior	-	0.8452	84.52%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9079	90.79%
P-glycoprotein inhibitior	-	0.8817	88.17%
P-glycoprotein substrate	-	0.8657	86.57%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.9166	91.66%
CYP2C9 inhibition	-	0.8689	86.89%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.7864	78.64%
CYP2C8 inhibition	-	0.9510	95.10%
CYP inhibitory promiscuity	-	0.8431	84.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.6886	68.86%
Skin irritation	+	0.7647	76.47%
Skin corrosion	-	0.9713	97.13%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5513	55.13%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.8188	81.88%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7461	74.61%
Acute Oral Toxicity (c)	III	0.6646	66.46%
Estrogen receptor binding	-	0.7963	79.63%
Androgen receptor binding	-	0.5825	58.25%
Thyroid receptor binding	-	0.7187	71.87%
Glucocorticoid receptor binding	-	0.8321	83.21%
Aromatase binding	-	0.6966	69.66%
PPAR gamma	-	0.5831	58.31%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9863	98.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1902	P62942	FK506-binding protein 1A	91.92%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.36%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.24%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.23%	91.11%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.40%	95.27%
CHEMBL1937	Q92769	Histone deacetylase 2	80.97%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.45%	93.03%

Plants that contains it

• Artabotrys lastoursvillensis
• Cyperus erectus
• Cyperus rotundus
• Piptostigma fugax

Cross-Links

• PubChem: 91752785
• NPASS: NPC224374
• LOTUS: LTS0084047
• wikiData: Q104375379