Sarcophytol B

Details

• Internal ID: cfea175c-8184-4689-bd1e-edf6abdf6a7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1R,2R,3Z,5E,9E,13E)-6,10,14-trimethyl-3-propan-2-ylcyclotetradeca-3,5,9,13-tetraene-1,2-diol
• SMILES (Canonical): CC1=CCCC(=CC=C(C(C(C(=CCC1)C)O)O)C(C)C)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C=C(\[C@H]([C@@H](/C(=C/CC1)/C)O)O)/C(C)C)/C
• InChI: InChI=1S/C20H32O2/c1-14(2)18-13-12-16(4)9-6-8-15(3)10-7-11-17(5)19(21)20(18)22/h8,11-14,19-22H,6-7,9-10H2,1-5H3/b15-8+,16-12+,17-11+,18-13-/t19-,20-/m1/s1
• InChI Key: LBNWKNLAXODPTN-WMDYEEBDSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL4854690
• DTXSID301317631
• 72629-68-6
• (1R,2R,3Z,5E,9E,13E)-6,10,14-Trimethyl-3-propan-2-ylcyclotetradeca-3,5,9,13-tetraene-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.8365	83.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5594	55.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6480	64.80%
P-glycoprotein inhibitior	-	0.8033	80.33%
P-glycoprotein substrate	-	0.8766	87.66%
CYP3A4 substrate	-	0.5663	56.63%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.7549	75.49%
CYP3A4 inhibition	-	0.7854	78.54%
CYP2C9 inhibition	-	0.7367	73.67%
CYP2C19 inhibition	-	0.7233	72.33%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.5729	57.29%
CYP2C8 inhibition	-	0.8958	89.58%
CYP inhibitory promiscuity	-	0.7439	74.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9237	92.37%
Eye irritation	-	0.9671	96.71%
Skin irritation	+	0.5552	55.52%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6997	69.97%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.7030	70.30%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4816	48.16%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	-	0.7554	75.54%
Androgen receptor binding	-	0.6766	67.66%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.5434	54.34%
Aromatase binding	-	0.5093	50.93%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.8452	84.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	94.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.28%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.65%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.95%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	81.32%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.55%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.20%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11077582
• LOTUS: LTS0056792
• wikiData: Q104394251