8-[2-(Furan-3-yl)-2-hydroxyethyl]-3-hydroxy-4,4,8a-trimethyl-7-methylidene-1,3,4a,5,6,8-hexahydronaphthalen-2-one

Details

• Internal ID: 0e7d663f-1131-4486-afa2-1690a5f70fa0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 8-[2-(furan-3-yl)-2-hydroxyethyl]-3-hydroxy-4,4,8a-trimethyl-7-methylidene-1,3,4a,5,6,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CC(=O)C1O)C)CC(C3=COC=C3)O)C
• SMILES (Isomeric): CC1(C2CCC(=C)C(C2(CC(=O)C1O)C)CC(C3=COC=C3)O)C
• InChI: InChI=1S/C20H28O4/c1-12-5-6-17-19(2,3)18(23)16(22)10-20(17,4)14(12)9-15(21)13-7-8-24-11-13/h7-8,11,14-15,17-18,21,23H,1,5-6,9-10H2,2-4H3
• InChI Key: ZEUGTRJCHUAASN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6083	60.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6647	66.47%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8167	81.67%
OATP1B3 inhibitior	+	0.8679	86.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7831	78.31%
P-glycoprotein inhibitior	-	0.7717	77.17%
P-glycoprotein substrate	-	0.7365	73.65%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	-	0.7269	72.69%
CYP3A4 inhibition	+	0.6547	65.47%
CYP2C9 inhibition	-	0.7201	72.01%
CYP2C19 inhibition	-	0.5646	56.46%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.6020	60.20%
CYP2C8 inhibition	-	0.5852	58.52%
CYP inhibitory promiscuity	-	0.6847	68.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9519	95.19%
Skin irritation	+	0.5486	54.86%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.7688	76.88%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6703	67.03%
Acute Oral Toxicity (c)	I	0.5774	57.74%
Estrogen receptor binding	+	0.7098	70.98%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	-	0.6399	63.99%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	96.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.58%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.43%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.45%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.09%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.10%	95.89%

Plants that contains it

• Planaltoa lychnophoroides

Cross-Links

• PubChem: 162930883
• LOTUS: LTS0265122
• wikiData: Q105373700