4-Hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: bad155d0-ec63-47bb-b562-58db5edddca1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-12(2)13-5-7-15-14(11-13)6-8-16-19(3,18(22)23)10-9-17(21)20(15,16)4/h5,7,11-12,16-17,21H,6,8-10H2,1-4H3,(H,22,23)
• InChI Key: ZBSNELCVDQKODS-UHFFFAOYSA-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: 4.20
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 2
• 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	+	0.9969	99.69%
Caco-2	+	0.6857	68.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8979	89.79%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6102	61.02%
P-glycoprotein inhibitior	-	0.8747	87.47%
P-glycoprotein substrate	-	0.5797	57.97%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	0.6667	66.67%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.8121	81.21%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	-	0.9215	92.15%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.6387	63.87%
CYP2C8 inhibition	-	0.7789	77.89%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.8688	86.88%
Skin irritation	+	0.5492	54.92%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	-	0.7426	74.26%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8521	85.21%
Acute Oral Toxicity (c)	III	0.7628	76.28%
Estrogen receptor binding	+	0.5893	58.93%
Androgen receptor binding	+	0.5550	55.50%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.5503	55.03%
Aromatase binding	+	0.5729	57.29%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5952	59.52%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.93%	90.71%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.38%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.79%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%
CHEMBL5028	O14672	ADAM10	81.76%	97.50%

Plants that contains it

• Nepeta teydea

Cross-Links

• PubChem: 85159796
• LOTUS: LTS0221034
• wikiData: Q105370826