7-(1,2-dihydroxyethyl)-3-hydroxy-1,1,4a,4b,7-pentamethyl-6,8,10,10a-tetrahydro-5H-phenanthren-2-one

Details

• Internal ID: e33b8d93-7963-48ce-aa04-d95728879950
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-(1,2-dihydroxyethyl)-3-hydroxy-1,1,4a,4b,7-pentamethyl-6,8,10,10a-tetrahydro-5H-phenanthren-2-one
• SMILES (Canonical): CC1(C2CC=C3CC(CCC3(C2(C=C(C1=O)O)C)C)(C)C(CO)O)C
• SMILES (Isomeric): CC1(C2CC=C3CC(CCC3(C2(C=C(C1=O)O)C)C)(C)C(CO)O)C
• InChI: InChI=1S/C21H32O4/c1-18(2)15-7-6-13-10-19(3,16(24)12-22)8-9-20(13,4)21(15,5)11-14(23)17(18)25/h6,11,15-16,22-24H,7-10,12H2,1-5H3
• InChI Key: IHRREYLQKRPIHM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.7029	70.29%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8836	88.36%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5174	51.74%
BSEP inhibitior	+	0.5595	55.95%
P-glycoprotein inhibitior	-	0.8111	81.11%
P-glycoprotein substrate	-	0.7430	74.30%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	-	0.7519	75.19%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7396	73.96%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.5440	54.40%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4062	40.62%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7663	76.63%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7237	72.37%
Acute Oral Toxicity (c)	III	0.7556	75.56%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.5759	57.59%
Thyroid receptor binding	+	0.7049	70.49%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.7956	79.56%
PPAR gamma	+	0.5764	57.64%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	96.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.66%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.82%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.41%	100.00%

Plants that contains it

• Microlepia marginata

Cross-Links

• PubChem: 5317422
• NPASS: NPC264443