3-hydroxy-7-(3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-4,7-dihydro-3H-dioxepine-5-carbaldehyde

Details

• Internal ID: 7f03ea43-8de4-4794-b6f8-82a7b4cb6671
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-hydroxy-7-(3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-4,7-dihydro-3H-dioxepine-5-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C)C2C3C=C(CC(OO3)O)C=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(C(=C)C2C3C=C(CC(OO3)O)C=O)O)C)C
• InChI: InChI=1S/C20H30O5/c1-12-14(22)10-16-19(2,3)6-5-7-20(16,4)18(12)15-8-13(11-21)9-17(23)25-24-15/h8,11,14-18,22-23H,1,5-7,9-10H2,2-4H3
• InChI Key: FTAJAXWRGBRFCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.5562	55.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6450	64.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7565	75.65%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8246	82.46%
P-glycoprotein inhibitior	-	0.6991	69.91%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.6483	64.83%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8312	83.12%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.7241	72.41%
CYP2C8 inhibition	+	0.5114	51.14%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.5744	57.44%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.6323	63.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4433	44.33%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.7196	71.96%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4798	47.98%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.6456	64.56%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.6015	60.15%
Aromatase binding	-	0.5105	51.05%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.8049	80.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.21%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.87%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL2581	P07339	Cathepsin D	82.75%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.72%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 72704539
• LOTUS: LTS0251593
• wikiData: Q105000946