2-Hydroxy-7-(2-hydroxyacetyl)-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one

Details

• Internal ID: be1d6472-cd9e-4688-9515-c07b0c777eee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 2-hydroxy-7-(2-hydroxyacetyl)-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one
• SMILES (Canonical): CC1=C(C(=O)CC2C1(CCC3C2(CCC(C3)(C)C(=O)CO)C)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC2C1(CCC3C2(CCC(C3)(C)C(=O)CO)C)C)O
• InChI: InChI=1S/C20H30O4/c1-12-17(24)14(22)9-15-19(12,3)6-5-13-10-18(2,16(23)11-21)7-8-20(13,15)4/h13,15,21,24H,5-11H2,1-4H3
• InChI Key: DDYVXKLAJBJNHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• 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	+	0.9861	98.61%
Caco-2	+	0.8393	83.93%
Blood Brain Barrier	+	0.5135	51.35%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8819	88.19%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5788	57.88%
BSEP inhibitior	-	0.5533	55.33%
P-glycoprotein inhibitior	-	0.7678	76.78%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.5392	53.92%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.9304	93.04%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	-	0.7881	78.81%
CYP inhibitory promiscuity	-	0.8811	88.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7187	71.87%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8617	86.17%
Skin irritation	-	0.5182	51.82%
Skin corrosion	-	0.9720	97.20%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5848	58.48%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7225	72.25%
Acute Oral Toxicity (c)	III	0.6669	66.69%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7188	71.88%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.7022	70.22%
PPAR gamma	-	0.5443	54.43%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.45%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.34%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.57%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	86.12%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.41%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	85.02%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.11%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.90%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.02%	91.07%

Plants that contains it

• Endospermum diadenum

Cross-Links

• PubChem: 162959786
• LOTUS: LTS0148609
• wikiData: Q104977005