Labda-8(17),12-diene-15,16-dial

Details

• Internal ID: 0b72246d-52ed-4704-b80e-b432f7c2a91e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2E)-2-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]butanedial
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CC=C(CC=O)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2C/C=C(\CC=O)/C=O)(C)C
• InChI: InChI=1S/C20H30O2/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16(14-22)10-13-21/h7,13-14,17-18H,1,5-6,8-12H2,2-4H3/b16-7+/t17-,18-,20+/m0/s1
• InChI Key: TZCSIFOYBLPUIF-OQONWLFBSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL112830
• SCHEMBL16260939
• DTXSID201304207
• (E)-Labda-8(20),12-diene-15,16-dial
• 104263-85-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7572	75.72%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4879	48.79%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8311	83.11%
OATP1B3 inhibitior	-	0.2527	25.27%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5451	54.51%
P-glycoprotein inhibitior	-	0.5912	59.12%
P-glycoprotein substrate	-	0.8358	83.58%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.7310	73.10%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.5570	55.70%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.5917	59.17%
CYP inhibitory promiscuity	-	0.6166	61.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5836	58.36%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8257	82.57%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	+	0.7922	79.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5883	58.83%
Acute Oral Toxicity (c)	III	0.8300	83.00%
Estrogen receptor binding	-	0.5068	50.68%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7186	71.86%
Glucocorticoid receptor binding	+	0.6159	61.59%
Aromatase binding	-	0.5083	50.83%
PPAR gamma	+	0.5536	55.36%
Honey bee toxicity	-	0.8902	89.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.10%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.16%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL233	P35372	Mu opioid receptor	85.65%	97.93%
CHEMBL1977	P11473	Vitamin D receptor	85.54%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.05%	99.18%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.61%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.83%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.52%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.00%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%

Plants that contains it

• Acacia linarioides
• Aconitum contortum
• Aframomum alboviolaceum
• Aframomum sceptrum
• Ageratum houstonianum
• Alpinia chinensis
• Alpinia galanga
• Alpinia oxyphylla
• Alpinia zerumbet
• Alstonia spectabilis
• Anadenanthera colubrina
• Aquilegia viridiflora
• Arnica parryi
• Astragalus kabadianus
• Brombya platynema
• Buxus hildebrandtii
• Callicarpa acuminata
• Cerbera odollam
• Ceriops tagal
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Cotinus coggygria
• Croton geayi
• Curcuma amada
• Curcuma heyneana
• Curcuma mangga
• Cymopterus terebinthinus
• Dalbergia nitidula
• Daphne arisanensis
• Denhamia disperma
• Drypetes tessmanniana
• Echinacea simulata
• Eremurus chinensis
• Escontria chiotilla
• Eucryphia cordifolia
• Gratiola officinalis
• Guadua angustifolia
• Hedychium coronarium
• Hypericum reptans
• Jaborosa leucotricha
• Kalanchoe integra
• Kiggelaria africana
• Kniphofia foliosa
• Lippia abyssinica
• Lupinus luteus
• Melaleuca rugulosa
• Morinda morindoides
• Neolitsea villosa
• Nicoteba betonica
• Pachygone dasycarpa
• Perymenium jelskii
• Petunia axillaris
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Renealmia alpinia
• Rhamnus cathartica
• Rhamnus formosana
• Rubus laciniatus
• Salvia officinalis subsp. lavandulifolia
• Saussurea salicifolia
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos amazonica
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Uncaria africana
• Uvaria lucida
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium
• Viguiera pinnatilobata
• Zingiber ottensii

Cross-Links

• PubChem: 11077520
• NPASS: NPC169275
• ChEMBL: CHEMBL112830
• LOTUS: LTS0024533
• wikiData: Q105268008