1,1,4a-Trimethyl-7-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-3,6-diol

Details

• Internal ID: 8c546be4-7fe7-4edc-9b26-5c114e737aff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,1,4a-trimethyl-7-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-3,6-diol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CC(CC3(C)C)O)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CC(CC3(C)C)O)C)O
• InChI: InChI=1S/C20H28O2/c1-12(2)15-8-13-6-7-18-19(3,4)10-14(21)11-20(18,5)16(13)9-17(15)22/h6-9,12,14,18,21-22H,10-11H2,1-5H3
• InChI Key: SEJZZXYEUMTCIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

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	+	0.7041	70.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7110	71.10%
P-glycoprotein inhibitior	-	0.9164	91.64%
P-glycoprotein substrate	-	0.6485	64.85%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6879	68.79%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	-	0.7606	76.06%
CYP2C19 inhibition	+	0.5215	52.15%
CYP2D6 inhibition	-	0.8757	87.57%
CYP1A2 inhibition	+	0.7567	75.67%
CYP2C8 inhibition	-	0.8050	80.50%
CYP inhibitory promiscuity	-	0.5118	51.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7432	74.32%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.6674	66.74%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6641	66.41%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6935	69.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8264	82.64%
Acute Oral Toxicity (c)	III	0.7732	77.32%
Estrogen receptor binding	+	0.7711	77.11%
Androgen receptor binding	-	0.6512	65.12%
Thyroid receptor binding	+	0.8108	81.08%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.8733	87.33%
Honey bee toxicity	-	0.7726	77.26%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.70%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	84.75%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.56%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.33%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.83%	93.56%

Plants that contains it

• Salvia texana

Cross-Links

• PubChem: 14336138
• LOTUS: LTS0085049
• wikiData: Q105251233