2-(1-Hydroxypropan-2-yl)-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol

Details

• Internal ID: e05c3f99-2425-4e0e-a90b-352b500193a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(1-hydroxypropan-2-yl)-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol
• SMILES (Canonical): CC(CO)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)C)C)O
• SMILES (Isomeric): CC(CO)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)C)C)O
• InChI: InChI=1S/C20H28O2/c1-13(12-21)15-10-14-6-7-18-19(2,3)8-5-9-20(18,4)16(14)11-17(15)22/h6-7,10-11,13,18,21-22H,5,8-9,12H2,1-4H3
• InChI Key: YJTLVEYGWGLQJY-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: 5.30
• Atomic LogP (AlogP): 4.60
• 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	+	0.9966	99.66%
Caco-2	+	0.7246	72.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	-	0.2988	29.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6374	63.74%
P-glycoprotein inhibitior	-	0.8656	86.56%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.5491	54.91%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7282	72.82%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	-	0.7036	70.36%
CYP2C19 inhibition	+	0.5399	53.99%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	+	0.8732	87.32%
CYP2C8 inhibition	-	0.7460	74.60%
CYP inhibitory promiscuity	+	0.6944	69.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6932	69.32%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9534	95.34%
Skin irritation	-	0.7227	72.27%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	-	0.9441	94.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.6044	60.44%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8783	87.83%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.6335	63.35%
Androgen receptor binding	-	0.6279	62.79%
Thyroid receptor binding	+	0.7985	79.85%
Glucocorticoid receptor binding	+	0.6432	64.32%
Aromatase binding	+	0.6538	65.38%
PPAR gamma	+	0.8828	88.28%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	95.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.47%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.94%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.85%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.78%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%

Plants that contains it

• Myristica maingayi
• Salvia apiana

Cross-Links

• PubChem: 163065795
• LOTUS: LTS0118768
• wikiData: Q105166495