3,4a,8,8-tetramethyl-4-(3-methylidenepent-4-enyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol

Details

• Internal ID: 4b34acf1-ed2e-4553-9a03-652b7d821578
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3,4a,8,8-tetramethyl-4-(3-methylidenepent-4-enyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol
• InChI: InChI=1S/C20H34O3/c1-7-13(2)9-10-14-19(5)12-8-11-18(3,4)16(19)15(21)17(22)20(14,6)23/h7,14-17,21-23H,1-2,8-12H2,3-6H3
• InChI Key: DFURNFBJJNSMTN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	+	0.5188	51.88%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6516	65.16%
P-glycoprotein inhibitior	-	0.8348	83.48%
P-glycoprotein substrate	-	0.8191	81.91%
CYP3A4 substrate	+	0.5547	55.47%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	-	0.6519	65.19%
CYP2C19 inhibition	-	0.6216	62.16%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.7910	79.10%
CYP2C8 inhibition	-	0.7559	75.59%
CYP inhibitory promiscuity	-	0.6688	66.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6793	67.93%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.5777	57.77%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4251	42.51%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6665	66.65%
skin sensitisation	-	0.5666	56.66%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5890	58.90%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	-	0.5594	55.94%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	-	0.5617	56.17%
Honey bee toxicity	-	0.8456	84.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.76%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.69%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.38%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.40%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	86.13%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL233	P35372	Mu opioid receptor	82.85%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.18%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.54%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.20%	96.61%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 72756821
• LOTUS: LTS0034446
• wikiData: Q104978334