1,1,4a,7-Tetramethyl-2,3,4,10a-tetrahydrophenanthrene-2,6-diol

Details

• Internal ID: 572b3a3a-d981-4ee7-bab1-b5df0a6ddbab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,1,4a,7-tetramethyl-2,3,4,10a-tetrahydrophenanthrene-2,6-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)C3(CCC(C(C3C=C2)(C)C)O)C
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C3(CCC(C(C3C=C2)(C)C)O)C
• InChI: InChI=1S/C18H24O2/c1-11-9-12-5-6-15-17(2,3)16(20)7-8-18(15,4)13(12)10-14(11)19/h5-6,9-10,15-16,19-20H,7-8H2,1-4H3
• InChI Key: SJWBGJZSWLEJSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₂
• Molecular Weight: 272.40 g/mol
• Exact Mass: 272.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

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	+	0.7322	73.22%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7235	72.35%
P-glycoprotein inhibitior	-	0.9531	95.31%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	+	0.5799	57.99%
CYP2C9 substrate	-	0.7597	75.97%
CYP2D6 substrate	-	0.7035	70.35%
CYP3A4 inhibition	-	0.7692	76.92%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.7649	76.49%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	+	0.8220	82.20%
CYP2C8 inhibition	-	0.6601	66.01%
CYP inhibitory promiscuity	-	0.6424	64.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7011	70.11%
Carcinogenicity (trinary)	Non-required	0.5503	55.03%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.5826	58.26%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6058	60.58%
Micronuclear	-	0.9141	91.41%
Hepatotoxicity	-	0.5658	56.58%
skin sensitisation	+	0.6291	62.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8454	84.54%
Acute Oral Toxicity (c)	III	0.8232	82.32%
Estrogen receptor binding	-	0.4799	47.99%
Androgen receptor binding	-	0.5097	50.97%
Thyroid receptor binding	+	0.7453	74.53%
Glucocorticoid receptor binding	+	0.5650	56.50%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.7597	75.97%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9798	97.98%

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%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.32%	91.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.12%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.15%	90.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.69%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.08%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.42%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.30%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL1871	P10275	Androgen Receptor	82.45%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.03%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.63%	99.15%
CHEMBL2581	P07339	Cathepsin D	80.52%	98.95%

Plants that contains it

• Flueggea suffruticosa

Cross-Links

• PubChem: 73040371
• LOTUS: LTS0003068
• wikiData: Q105254583