Dtlnnbjprnnbte-ywuslysrsa-

Details

• Internal ID: dd1ca23b-8792-4a3a-af85-426f8d3be2d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aS,4bR,7E,10aR)-4b-hydroxy-1,4a-dimethyl-7-(1-oxopropan-2-ylidene)-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(=C1CCC2(C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)O)C=O
• SMILES (Isomeric): C/C(=C\1/CC[C@]2(C(=C1)CC[C@@H]3[C@@]2(CCC[C@]3(C)C(=O)O)C)O)/C=O
• InChI: InChI=1S/C20H28O4/c1-13(12-21)14-7-10-20(24)15(11-14)5-6-16-18(2,17(22)23)8-4-9-19(16,20)3/h11-12,16,24H,4-10H2,1-3H3,(H,22,23)/b14-13+/t16-,18-,19-,20+/m0/s1
• InChI Key: DTLNNBJPRNNBTE-YWUSLYSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• InChI=1/C20H28O4/c1-13(12-21)14-7-10-20(24)15(11-14)5-6-16-18(2,17(22)23)8-4-9-19(16,20)3/h11-12,16,24H,4-10H2,1-3H3,(H,22,23)/b14-13+/t16-,18-,19-,20+/m0/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.7430	74.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8749	87.49%
OATP2B1 inhibitior	-	0.8668	86.68%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	-	0.3510	35.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5342	53.42%
BSEP inhibitior	+	0.8315	83.15%
P-glycoprotein inhibitior	-	0.8352	83.52%
P-glycoprotein substrate	-	0.7352	73.52%
CYP3A4 substrate	+	0.6101	61.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9153	91.53%
CYP3A4 inhibition	-	0.8065	80.65%
CYP2C9 inhibition	-	0.9433	94.33%
CYP2C19 inhibition	-	0.9674	96.74%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.9094	90.94%
CYP2C8 inhibition	-	0.5635	56.35%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9950	99.50%
Eye irritation	-	0.8416	84.16%
Skin irritation	+	0.7030	70.30%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5386	53.86%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5479	54.79%
skin sensitisation	-	0.6086	60.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7276	72.76%
Acute Oral Toxicity (c)	III	0.7387	73.87%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	+	0.7010	70.10%
Glucocorticoid receptor binding	+	0.8419	84.19%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	94.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.05%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.69%	93.00%
CHEMBL2581	P07339	Cathepsin D	81.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.16%	89.00%

Plants that contains it

• Illicium angustisepalum

Cross-Links

• PubChem: 10568578
• LOTUS: LTS0259307
• wikiData: Q104988859