(3S,6aR,6bS,8S,8aS,11R,12S,14R,14bS)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8,14-triol

Details

• Internal ID: b045bb0e-8b33-4169-8f5d-e53992062f8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,6aR,6bS,8S,8aS,11R,12S,14R,14bS)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8,14-triol
• SMILES (Canonical): CC1CCC2(C(CC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)O)C)C)O)C2C1C)C)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H](C[C@@]3(C(=C[C@H](C4[C@]3(CCC5[C@@]4(CC[C@@H](C5(C)C)O)C)C)O)C2[C@H]1C)C)O)C
• InChI: InChI=1S/C30H50O3/c1-17-9-12-28(6)23(33)16-30(8)19(24(28)18(17)2)15-20(31)25-27(5)13-11-22(32)26(3,4)21(27)10-14-29(25,30)7/h15,17-18,20-25,31-33H,9-14,16H2,1-8H3/t17-,18+,20-,21?,22+,23+,24?,25?,27+,28-,29-,30-/m1/s1
• InChI Key: MKQJTUYVYJWNKT-KKXHWHDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5249	52.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7238	72.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9792	97.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7108	71.08%
P-glycoprotein inhibitior	-	0.7955	79.55%
P-glycoprotein substrate	-	0.7901	79.01%
CYP3A4 substrate	+	0.6771	67.71%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.8073	80.73%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8580	85.80%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	-	0.6253	62.53%
CYP inhibitory promiscuity	-	0.7807	78.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5896	58.96%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9444	94.44%
Skin irritation	+	0.5414	54.14%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6982	69.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4083	40.83%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5665	56.65%
skin sensitisation	+	0.5548	55.48%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.7795	77.95%
Estrogen receptor binding	+	0.7842	78.42%
Androgen receptor binding	+	0.7255	72.55%
Thyroid receptor binding	+	0.6484	64.84%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	+	0.6931	69.31%
PPAR gamma	-	0.5145	51.45%
Honey bee toxicity	-	0.8440	84.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	92.93%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.34%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.30%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.90%	92.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.55%	85.30%

Plants that contains it

• Trattinnickia burserifolia

Cross-Links

• PubChem: 163081062
• LOTUS: LTS0148275
• wikiData: Q105166144