(1S,3S,4R,7R,11R,12S)-12-(2-hydroxypropan-2-yl)-1,4-dimethyl-8-methylidenetricyclo[9.3.0.03,7]tetradecan-4-ol

Details

• Internal ID: 72c12a84-62f3-4938-87a7-750cb2431ba9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Fusicoccane diterpenoids
• IUPAC Name: (1S,3S,4R,7R,11R,12S)-12-(2-hydroxypropan-2-yl)-1,4-dimethyl-8-methylidenetricyclo[9.3.0.03,7]tetradecan-4-ol
• SMILES (Canonical): CC12CCC(C1CCC(=C)C3CCC(C3C2)(C)O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@H]1CCC(=C)[C@@H]3CC[C@@]([C@H]3C2)(C)O)C(C)(C)O
• InChI: InChI=1S/C20H34O2/c1-13-6-7-16-15(18(2,3)21)9-10-19(16,4)12-17-14(13)8-11-20(17,5)22/h14-17,21-22H,1,6-12H2,2-5H3/t14-,15-,16+,17-,19-,20+/m0/s1
• InChI Key: XFBCJOYFVNNVKZ-JMCXLBPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6055	60.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5112	51.12%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7875	78.75%
P-glycoprotein inhibitior	-	0.8778	87.78%
P-glycoprotein substrate	-	0.7505	75.05%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	+	0.5024	50.24%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.8609	86.09%
CYP2C9 inhibition	-	0.8249	82.49%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.6584	65.84%
CYP2C8 inhibition	+	0.5337	53.37%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.7481	74.81%
Skin irritation	+	0.5946	59.46%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5786	57.86%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5391	53.91%
skin sensitisation	+	0.6128	61.28%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7098	70.98%
Acute Oral Toxicity (c)	III	0.7318	73.18%
Estrogen receptor binding	+	0.7496	74.96%
Androgen receptor binding	+	0.5398	53.98%
Thyroid receptor binding	+	0.6161	61.61%
Glucocorticoid receptor binding	+	0.8413	84.13%
Aromatase binding	+	0.6910	69.10%
PPAR gamma	-	0.6935	69.35%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9545	95.45%

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	99.13%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	92.92%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.80%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.41%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	83.30%	95.38%
CHEMBL1871	P10275	Androgen Receptor	82.44%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.90%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.24%	93.04%

Plants that contains it

• Barbilophozia barbata

Cross-Links

• PubChem: 162984287
• LOTUS: LTS0075282
• wikiData: Q105326904