7-Hydroxy-1,4a,6-trimethyl-8-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: 985537e8-bd94-4dd0-8e80-418fcddb0c63
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-hydroxy-1,4a,6-trimethyl-8-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1=CC2=C(CCC3C2(CCCC3(C)C(=O)O)C)C(=C1O)C(C)C
• SMILES (Isomeric): CC1=CC2=C(CCC3C2(CCCC3(C)C(=O)O)C)C(=C1O)C(C)C
• InChI: InChI=1S/C21H30O3/c1-12(2)17-14-7-8-16-20(4,15(14)11-13(3)18(17)22)9-6-10-21(16,5)19(23)24/h11-12,16,22H,6-10H2,1-5H3,(H,23,24)
• InChI Key: VMWHHCFBLVWPGP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.92
• 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	+	0.9967	99.67%
Caco-2	+	0.7796	77.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9180	91.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8330	83.30%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5473	54.73%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	-	0.8102	81.02%
CYP3A4 substrate	+	0.6035	60.35%
CYP2C9 substrate	-	0.5733	57.33%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.8064	80.64%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.8550	85.50%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	+	0.6472	64.72%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8759	87.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8074	80.74%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4060	40.60%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8847	88.47%
Acute Oral Toxicity (c)	III	0.7458	74.58%
Estrogen receptor binding	+	0.6272	62.72%
Androgen receptor binding	-	0.5321	53.21%
Thyroid receptor binding	+	0.8132	81.32%
Glucocorticoid receptor binding	+	0.6331	63.31%
Aromatase binding	-	0.5944	59.44%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.75%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.54%	93.56%
CHEMBL2581	P07339	Cathepsin D	88.85%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.76%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.32%	96.09%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.71%	95.34%
CHEMBL340	P08684	Cytochrome P450 3A4	82.50%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.77%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.07%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162820562
• LOTUS: LTS0046115
• wikiData: Q104199602