2,3-hydro-7-deacetoxyyanuthone A

Details

• Internal ID: c332a988-38bf-42df-b482-c28db67c4c3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R,5R,6S)-4,5,6-trihydroxy-3-methyl-6-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(C(C1O)O)(CC=C(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=O)[C@@]([C@@H]([C@@H]1O)O)(C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C22H34O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22(26)19(23)14-18(5)20(24)21(22)25/h8,10,12,14,20-21,24-26H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22-/m1/s1
• InChI Key: OAJBJWHLTFTYAG-LZSPVNHTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9542	95.42%
Caco-2	-	0.5185	51.85%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8062	80.62%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7166	71.66%
P-glycoprotein inhibitior	-	0.6520	65.20%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.5283	52.83%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.8058	80.58%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.6998	69.98%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	-	0.9358	93.58%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9401	94.01%
Skin irritation	+	0.5190	51.90%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6460	64.60%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.5450	54.50%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5518	55.18%
Acute Oral Toxicity (c)	III	0.4729	47.29%
Estrogen receptor binding	+	0.5505	55.05%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	+	0.6485	64.85%
Glucocorticoid receptor binding	+	0.7223	72.23%
Aromatase binding	+	0.7088	70.88%
PPAR gamma	+	0.6965	69.65%
Honey bee toxicity	-	0.8184	81.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.02%	85.14%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.38%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.87%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.41%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.76%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11199268
• LOTUS: LTS0062591
• wikiData: Q75066773