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

Details

• Internal ID: c1c177f3-fac9-4a95-af05-c424d32598b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R,7S)-7-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-hydroxy-4,7-dihydro-3H-dioxepine-5-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C3C=C(CC(OO3)O)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2[C@@H]3C=C(C[C@@H](OO3)O)C=O)(C)C
• InChI: InChI=1S/C20H30O4/c1-13-6-7-16-19(2,3)8-5-9-20(16,4)18(13)15-10-14(12-21)11-17(22)24-23-15/h10,12,15-18,22H,1,5-9,11H2,2-4H3/t15-,16-,17+,18+,20-/m0/s1
• InChI Key: FTQNGEYQJGYGFY-IPLXSBJHSA-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: 4.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.6320	63.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6319	63.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7770	77.70%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7820	78.20%
P-glycoprotein inhibitior	-	0.6201	62.01%
P-glycoprotein substrate	-	0.8313	83.13%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.5752	57.52%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.8153	81.53%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.6914	69.14%
CYP2C8 inhibition	+	0.5356	53.56%
CYP inhibitory promiscuity	-	0.9565	95.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9631	96.31%
Skin irritation	-	0.5649	56.49%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6823	68.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7184	71.84%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	+	0.6365	63.65%
Androgen receptor binding	+	0.5712	57.12%
Thyroid receptor binding	+	0.6991	69.91%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.5440	54.40%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.8558	85.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	95.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.12%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.46%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.31%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.20%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	85.09%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.76%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL5028	O14672	ADAM10	80.93%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%

Plants that contains it

• Acacia linarioides
• Alpinia chinensis
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium
• Zingiber ottensii

Cross-Links

• PubChem: 97046419
• NPASS: NPC54572
• LOTUS: LTS0205033
• wikiData: Q105001208