(3R,6R)-6-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-(hydroxymethyl)-3,6-dihydro-1,2-dioxine-4-carbaldehyde

Details

• Internal ID: 58c2467c-cee1-46d6-a394-cfad78809668
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R,6R)-6-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-(hydroxymethyl)-3,6-dihydro-1,2-dioxine-4-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C3C=C(C(OO3)CO)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2[C@H]3C=C([C@@H](OO3)CO)C=O)(C)C
• InChI: InChI=1S/C20H30O4/c1-13-6-7-17-19(2,3)8-5-9-20(17,4)18(13)15-10-14(11-21)16(12-22)24-23-15/h10-11,15-18,22H,1,5-9,12H2,2-4H3/t15-,16+,17+,18-,20+/m1/s1
• InChI Key: LDZZLXBAWRGTQA-QTVCLEQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.6027	60.27%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6275	62.75%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7680	76.80%
OATP1B3 inhibitior	+	0.8832	88.32%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8348	83.48%
P-glycoprotein inhibitior	-	0.5754	57.54%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.5486	54.86%
CYP2C9 inhibition	-	0.7723	77.23%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	+	0.5142	51.42%
CYP inhibitory promiscuity	-	0.8280	82.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9666	96.66%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6997	69.97%
skin sensitisation	-	0.7641	76.41%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.5788	57.88%
Estrogen receptor binding	+	0.6737	67.37%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6979	69.79%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6848	68.48%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9734	97.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.03%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.03%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.88%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	86.02%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.13%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.68%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.49%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

• Alpinia chinensis

Cross-Links

• PubChem: 162848000
• LOTUS: LTS0105682
• wikiData: Q105150473