(4aS,6aS,6aS,6bR,10S,11S,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,10,11,12,13,14b-dodecahydropicene-4a-carboxylic acid

Details

• Internal ID: 91081fca-fe17-4102-90e0-274914f015e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aS,6aS,6bR,10S,11S,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,10,11,12,13,14b-dodecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CC=C5C4(CC(C(C5(C)C)O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC(C[C@H]3C1=CC[C@H]4[C@]2(CC=C5[C@@]4(C[C@@H]([C@H](C5(C)C)O)O)C)C)(C)C)C(=O)O
• InChI: InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,10,19-20,22-23,31-32H,9,11-17H2,1-7H3,(H,33,34)/t19-,20-,22+,23+,27-,28+,29+,30-/m0/s1
• InChI Key: KNEXUHUBWRLDNK-ABDCSFLRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.12
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5290	52.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.7905	79.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.9246	92.46%
P-glycoprotein inhibitior	-	0.7423	74.23%
P-glycoprotein substrate	-	0.7175	71.75%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8826	88.26%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.6159	61.59%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9044	90.44%
Skin irritation	+	0.6217	62.17%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4771	47.71%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.5849	58.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.6470	64.70%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.7072	70.72%
PPAR gamma	+	0.5754	57.54%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	93.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.41%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.20%	97.09%

Plants that contains it

• Vitex negundo

Cross-Links

• PubChem: 44576060
• LOTUS: LTS0271205
• wikiData: Q105143381