5,6-Dihydroxy-7-(1-hydroxypropan-2-yl)-1,1-dimethyl-2,3,9,10-tetrahydrophenanthren-4-one

Details

• Internal ID: f76a91a9-5e02-466e-821c-685d00da0117
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,6-dihydroxy-7-(1-hydroxypropan-2-yl)-1,1-dimethyl-2,3,9,10-tetrahydrophenanthren-4-one
• SMILES (Canonical): CC(CO)C1=C(C(=C2C(=C1)CCC3=C2C(=O)CCC3(C)C)O)O
• SMILES (Isomeric): CC(CO)C1=C(C(=C2C(=C1)CCC3=C2C(=O)CCC3(C)C)O)O
• InChI: InChI=1S/C19H24O4/c1-10(9-20)12-8-11-4-5-13-16(15(11)18(23)17(12)22)14(21)6-7-19(13,2)3/h8,10,20,22-23H,4-7,9H2,1-3H3
• InChI Key: ZCQUVVZAHUULFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.28
• 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	+	0.9923	99.23%
Caco-2	+	0.5983	59.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9069	90.69%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.7583	75.83%
OATP1B3 inhibitior	+	0.8740	87.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6814	68.14%
BSEP inhibitior	+	0.5578	55.78%
P-glycoprotein inhibitior	-	0.8838	88.38%
P-glycoprotein substrate	-	0.8366	83.66%
CYP3A4 substrate	+	0.5634	56.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6794	67.94%
CYP2C9 inhibition	-	0.7622	76.22%
CYP2C19 inhibition	-	0.6640	66.40%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	+	0.6193	61.93%
CYP2C8 inhibition	-	0.8379	83.79%
CYP inhibitory promiscuity	-	0.7138	71.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.7286	72.86%
Skin irritation	-	0.6378	63.78%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6550	65.50%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.6106	61.06%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.9156	91.56%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.8437	84.37%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.49%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.76%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.13%	80.00%

Plants that contains it

• Salvia mellifera

Cross-Links

• PubChem: 162864792
• LOTUS: LTS0086354
• wikiData: Q105371369