Flamvelutpenoid D

Details

• Internal ID: 49c891cd-2b27-4864-ab00-cbd6f16a3f23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-2-[(1S,5R)-5-hydroxy-1,2,2-trimethyl-3-oxocyclopentyl]-5-methylcyclohex-2-ene-1,4-dione
• SMILES (Canonical): CC1(C(=O)CC(C1(C)C2=CC(=O)C(CC2=O)(C)O)O)C
• SMILES (Isomeric): C[C@@]1([C@@H](CC(=O)C1(C)C)O)C2=CC(=O)C(CC2=O)(C)O
• InChI: InChI=1S/C15H20O5/c1-13(2)10(17)6-12(19)15(13,4)8-5-11(18)14(3,20)7-9(8)16/h5,12,19-20H,6-7H2,1-4H3/t12-,14?,15+/m1/s1
• InChI Key: QVCAIXDRZPUSFM-ATFAPYMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8111	81.11%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6484	64.84%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.7706	77.06%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.8374	83.74%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	-	0.9455	94.55%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6629	66.29%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5614	56.14%
skin sensitisation	+	0.5563	55.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7836	78.36%
Acute Oral Toxicity (c)	III	0.4319	43.19%
Estrogen receptor binding	+	0.6365	63.65%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	+	0.5569	55.69%
Glucocorticoid receptor binding	-	0.4661	46.61%
Aromatase binding	-	0.6140	61.40%
PPAR gamma	-	0.6684	66.84%
Honey bee toxicity	-	0.8763	87.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9573	95.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.70%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.47%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%

Plants that contains it

• Chrysobalanus icaco

Cross-Links

• PubChem: 57327793
• LOTUS: LTS0159345
• wikiData: Q104935535