7alpha,15-Dihydroxyabieta-8,11,13-triene-18-al

Details

• Internal ID: b775b7c4-68c3-4c8b-bed7-fcc0b4e0da20
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,9R,10aR)-9-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC(C3=C2C=CC(=C3)C(C)(C)O)O)C)C=O
• SMILES (Isomeric): C[C@]1(CCC[C@]2([C@H]1C[C@H](C3=C2C=CC(=C3)C(C)(C)O)O)C)C=O
• InChI: InChI=1S/C20H28O3/c1-18(2,23)13-6-7-15-14(10-13)16(22)11-17-19(3,12-21)8-5-9-20(15,17)4/h6-7,10,12,16-17,22-23H,5,8-9,11H2,1-4H3/t16-,17+,19+,20-/m1/s1
• InChI Key: ABBATNXLJVFXOI-LCLWPZTBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.6994	69.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5820	58.20%
P-glycoprotein inhibitior	-	0.8529	85.29%
P-glycoprotein substrate	-	0.7152	71.52%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	+	0.6180	61.80%
CYP2D6 substrate	+	0.3477	34.77%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.6687	66.87%
CYP2C8 inhibition	+	0.5275	52.75%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8211	82.11%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.5903	59.03%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5629	56.29%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5019	50.19%
skin sensitisation	-	0.6829	68.29%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7297	72.97%
Acute Oral Toxicity (c)	III	0.8276	82.76%
Estrogen receptor binding	+	0.6708	67.08%
Androgen receptor binding	+	0.6513	65.13%
Thyroid receptor binding	+	0.7883	78.83%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	+	0.5528	55.28%
PPAR gamma	+	0.6271	62.71%
Honey bee toxicity	-	0.8898	88.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9822	98.22%

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	97.16%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.87%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.76%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	89.64%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.31%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.20%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.72%	91.07%

Plants that contains it

• Amentotaxus argotaenia
• Arachniodes carvifolia
• Castanea mollissima
• Cressa cretica
• Cylindrolobus linearifolius
• Larix kaempferi
• Parkia biglobosa
• Pericopsis angolensis
• Pinus banksiana
• Scutia buxifolia

Cross-Links

• PubChem: 10425915
• NPASS: NPC94939
• LOTUS: LTS0009161
• wikiData: Q104908509